chore(release): default installer to v0.6.0

Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>
style(cli): align account show columns with consistent label width
2026-06-27 15:16:41 +01:00 · 2026-06-27 12:43:14 +01:00 · 2026-06-27 12:42:19 +01:00 · 2026-06-27 12:33:11 +01:00 · 2026-06-27 12:28:23 +01:00 · 2026-06-27 12:19:42 +01:00
41 changed files with 4691 additions and 241 deletions
@@ -33,8 +33,9 @@ This manual is for **using and administering** `emcli`. It assumes you have the
 ## 1. Key concepts

 **Two kinds of commands.**
- **Admin commands** (`init`, `account`, `whitelist`, `config`, `audit`) require `EMCLI_ADMIN_KEY`
-  and are for *you*, the human. They print human-readable text or open an interactive form.
+- **Admin commands** (`init`, `account add/edit/remove`, `whitelist`, `config`, `audit`) require
+  `EMCLI_ADMIN_KEY` and are for *you*, the human. They print human-readable text or open an
+  interactive form. (`account list` is the one exception — it is also an agent command; see below.)
 - **Agent commands** (`list`, `get`, `search`, `ack`, `send`, `doctor`) require `EMCLI_KEY` (or
  `EMCLI_ADMIN_KEY` as a superset) and are for the *agent*. They print one line of JSON and
  nothing else, so a program can consume them reliably. (`doctor` prints human-readable text but
@@ -124,8 +125,12 @@ DEK for an admin command, even if it somehow knows the agent key.

 | Command | Role required |
 |---|---|
-| `list`, `get`, `search`, `ack`, `send`, `doctor` | Agent (`EMCLI_KEY` or `EMCLI_ADMIN_KEY`) |
-| `account`, `whitelist`, `config`, `audit` | Admin (`EMCLI_ADMIN_KEY` required) |
+| `list`, `get`, `search`, `ack`, `send`, `doctor`, `account list` | Agent (`EMCLI_KEY` or `EMCLI_ADMIN_KEY`) |
+| `account add/edit/remove`, `whitelist`, `config`, `audit` | Admin (`EMCLI_ADMIN_KEY` required) |
+
+`account list` is dual-role: with the admin key it prints the full `NAME MODE IMAP USER` table;
+with only `EMCLI_KEY` (an agent) it prints a JSON envelope exposing just `name`, `from`, and
+`can_send` — no host or login username.
 | `init` | Both keys required (writes both wrap slots) |

 ### Agent launcher guidance
@@ -171,17 +176,18 @@ emcli account add          # opens the form
 Or with flags (good for scripting):

 ```bash
-emcli account add --name work --mode RW \
+emcli account add work --mode RW \
  --imap-host imap.example.com --imap-port 993 --imap-security tls \
  --smtp-host smtp.example.com --smtp-port 465 --smtp-security tls \
  --username you@example.com --password 'your-password'
 ```

+The account name is the first positional argument. Omit it to open the interactive form.
+
 **`account add` flags:**

 | Flag | Default | Notes |
 |---|---|---|
-| `--name` | — | Account name the agent will use (required) |
 | `--mode` | `RO` | `RO` (read-only) or `RW` (read + send) |
 | `--imap-host` | — | IMAP server (required) |
 | `--imap-port` | `993` | |
@@ -191,11 +197,12 @@ emcli account add --name work --mode RW \
 | `--smtp-security` | `tls` | `tls` or `starttls` |
 | `--username` | — | Login username, usually your full email (required) |
 | `--password` | — | Login password or app password |
+| `--from` | — | Send-as address (blank = use username); bare or `"Display Name <addr>"` |
 | `--subject-regex` | — | Inbound subject filter (optional) |
-| `--whitelist-in` | off | Enable inbound whitelist |
-| `--whitelist-out` | off | Enable outbound whitelist |
 | `--process-backlog` | off | Treat existing mail as "new" (see below) |

+To enable whitelisting after adding an account, use `whitelist enable` (section 6).
+
 **`--process-backlog`.** When `emcli` first sees a folder:
 - **off (default):** existing mail is treated as already handled — `list --new` starts empty and
  only mail that arrives *after* this point counts as new.
@@ -213,7 +220,7 @@ Gmail needs an **app password**, not your normal Google password.
 4. Add the account (paste the app password; the spaces Google shows are optional):

 ```bash
-emcli account add --name gmail --mode RW \
+emcli account add gmail --mode RW \
  --imap-host imap.gmail.com --imap-port 993 --imap-security tls \
  --smtp-host smtp.gmail.com --smtp-port 465 --smtp-security tls \
  --username you@gmail.com --password 'xxxxxxxxxxxxxxxx'
@@ -227,7 +234,7 @@ An app password keeps working until you revoke it, change your main Google passw
 Most IMAP/SMTP providers work the same way. A typical cPanel-style host:

 ```bash
-emcli account add --name work --mode RW \
+emcli account add work --mode RW \
  --imap-host mail.yourdomain.com --imap-port 993 --imap-security tls \
  --smtp-host mail.yourdomain.com --smtp-port 465 --smtp-security tls \
  --username you@yourdomain.com --password 'your-password'
@@ -246,28 +253,42 @@ confirm.
 emcli account list
 ```

+**Show an account's current settings:**
+
+```bash
+emcli account show gmail
+```
+
+Prints the account name, mode, IMAP/SMTP host, username, send-from address, subject filter, and
+whitelist state. The password is never shown.
+
 **Edit an account** — interactive (opens the form pre-filled):

 ```bash
-emcli account edit --name gmail
+emcli account edit gmail
 ```

 **Edit with flags** — only the flags you pass are changed; everything else is preserved. Leaving
 `--password` out keeps the existing password.

 ```bash
-emcli account edit --name work --mode RW --smtp-host smtp.example.com --smtp-port 587 --smtp-security starttls
-emcli account edit --name gmail --password 'new-app-password'   # rotate the app password
+emcli account edit work --mode RW --smtp-host smtp.example.com --smtp-port 587 --smtp-security starttls
+emcli account edit gmail --password 'new-app-password'   # rotate the app password
 ```

-> Note: the flag form of `account edit` covers connection/auth fields and `--subject-regex`. To
-> toggle whitelists or `process-backlog`, use the interactive form (`emcli account edit --name X`
-> with no other flags), or the `whitelist` commands in section 6.
+```bash
+emcli account edit work --from 'Work Team <you@yourdomain.com>'   # set the send-as address
+emcli account edit work --from ''                                  # clear it (revert to username)
+```

-**Remove an account** (requires `--yes`):
+> Note: the flag form of `account edit` covers connection/auth fields, `--from`, and
+> `--subject-regex`. Passing `--from ''` clears the send-as address so mail falls back to the login
+> username. To enable or disable whitelists use `whitelist enable`/`whitelist disable` (section 6).
+
+**Remove an account** (requires `--yes` when stdin is not a terminal):

 ```bash
-emcli account remove --name work --yes
+emcli account remove work --yes
 ```

 ---
@@ -280,24 +301,30 @@ Set with `--mode RO|RW` on `account add`/`edit`. `RO` accounts reject every `sen

 ### Inbound whitelist

-Enable it on the account (`--whitelist-in`, or the interactive form), then manage entries:
+Manage entries, then enable filtering when ready:

 ```bash
-emcli whitelist in add    --account gmail --address boss@example.com
-emcli whitelist in add    --account gmail --address @partner.com
-emcli whitelist in list   --account gmail
-emcli whitelist in remove --account gmail --address boss@example.com
+emcli whitelist add    gmail boss@example.com --in
+emcli whitelist add    gmail @partner.com --in
+emcli whitelist list   gmail --in
+emcli whitelist remove gmail boss@example.com --in
+emcli whitelist enable  gmail --in    # activate filtering
+emcli whitelist disable gmail --in    # suspend filtering without removing entries
 ```

+`whitelist list` shows the current entries and whether filtering is ENABLED or DISABLED.
+Enabling an empty whitelist warns you that all inbound mail will be blocked until you add addresses.
+
 When enabled, the agent only sees mail from listed senders. Everything else is invisible.

 ### Outbound whitelist

-Enable it (`--whitelist-out`), then manage entries the same way with `whitelist out`:
+Same pattern with `--out`:

 ```bash
-emcli whitelist out add  --account gmail --address @example.com
-emcli whitelist out list --account gmail
+emcli whitelist add    gmail @example.com --out
+emcli whitelist list   gmail --out
+emcli whitelist enable  gmail --out
 ```

 When enabled, **every** recipient of a `send` (to + cc + bcc) must match an entry or the whole
@@ -314,10 +341,10 @@ send is blocked.
 A regular expression on the account. If set, the agent only sees mail whose subject matches:

 ```bash
-emcli account edit --name gmail --subject-regex '^\[ticket\]'
+emcli account edit gmail --subject-regex '^\[ticket\]'
 ```

-Clear it by setting it empty in the interactive form.
+Clear it by passing an empty string (`--subject-regex ''`) or using the interactive form.

 ---

@@ -420,6 +447,11 @@ emcli send --account gmail --to a@x.com --subject "Re: Hi" --body "thanks" \
 client. The source is subject to the inbound whitelist — you can't reply to mail you aren't allowed
 to see.

+The message's `From:` is the account's send-as address (`--from`, set on `account add`/`edit`); if
+none is configured it falls back to the login username. A display-name address like
+`Steve Cliff <me@example.com>` shows the name in the recipient's client while the bare address is
+used for the SMTP envelope.
+
 ---

 ## 8. The JSON envelope
@@ -483,7 +515,8 @@ sends and reads nothing.

 ```bash
 emcli doctor                # check every account
-emcli doctor --account gmail    # check just one
+emcli doctor gmail          # check just one (positional)
+emcli doctor --account gmail  # same — flag form also works
 ```

 Example output:
@@ -514,7 +547,7 @@ Every agent action (`list`, `get`, `search`, `ack`, `send`) — allowed or block

 ```bash
 emcli audit list                       # most recent 50
-emcli audit list --account gmail        # filter to one account
+emcli audit list gmail                 # filter to one account
 emcli audit list --limit 200
 ```

@@ -524,6 +557,7 @@ the reason. Secrets never appear here.
 ### Settings

 ```bash
+emcli config list                           # list all settings and their current values
 emcli config set audit_retention_days 90
 emcli config get audit_retention_days
 ```
@@ -531,6 +565,9 @@ emcli config get audit_retention_days
 - `audit_retention_days` — how long to keep audit rows. On each run, entries older than this are
  purged. Must be a whole number ≥ 0. `0` or unset means no automatic purging.

+`config list` prints every known setting, its current value, and a short description. Unknown keys
+are rejected by `config get` and `config set`.
+
 ---

 ## 11. Troubleshooting
@@ -540,8 +577,8 @@ base64-encoded 32-byte key (section 2). Agent commands (`list`, `get`, `search`,
 `doctor`) need this key.

 **"this command requires EMCLI_ADMIN_KEY (admin privilege)".** Set `EMCLI_ADMIN_KEY` (section 2).
-Admin commands (`account`, `whitelist`, `config`, `audit`, `init`) need this key; `EMCLI_KEY`
-alone is not enough for them.
+Admin commands (`account add/edit/remove`, `whitelist`, `config`, `audit`, `init`) need this key;
+`EMCLI_KEY` alone is not enough for them. (`account list` is the exception — an agent can run it.)

 **A command fails to decrypt / wrong key.** The key doesn't match the one used when the database
 was initialised. Restore the original key, or re-run `emcli init` (idempotent — it won't regenerate
@@ -554,11 +591,11 @@ the DEK if one already exists) with both correct keys, then re-add any accounts
  `587`/`starttls` is a common alternative to `465`/`tls`.

 **The agent can't see a message you know exists.** It's probably filtered: check the account's
-inbound whitelist (`emcli whitelist in list --account NAME`) and subject filter. Filtered mail is
+inbound whitelist (`emcli whitelist list NAME --in`) and subject filter. Filtered mail is
 invisible by design.

 **`send` is blocked.**
- `ro_mode` — the account is read-only. Change it: `emcli account edit --name NAME --mode RW`
+- `ro_mode` — the account is read-only. Change it: `emcli account edit NAME --mode RW`
  (and set SMTP details).
 - `whitelist_out` — a recipient isn't on the outbound whitelist. Add it, or review the rule.

@@ -581,17 +618,19 @@ emcli <command> --help # usage and flags for one command

 # Admin (requires EMCLI_ADMIN_KEY)
 emcli init                                          # create DB + add first account (form)
-emcli account add [flags | none for form]            # add an account
-emcli account list                                    # list accounts (no secrets)
-emcli account edit --name N [flags | none for form]  # change an account
-emcli account remove --name N --yes                   # delete an account
-emcli whitelist in|out add|remove|list --account N [--address A]
+emcli account add [<name>] [flags]                  # add an account; no args → interactive form
+emcli account list                                  # full table (admin) / name+from+can_send JSON (agent)
+emcli account show N                                # display one account's settings
+emcli account edit N [flags | none for form]        # change an account
+emcli account remove N [--yes]                      # delete an account (--yes or TTY confirm)
+emcli whitelist <add|remove|list|enable|disable> N [addr…] --in|--out
+emcli config list                                   # list all settings and descriptions
 emcli config set|get <key> [value]                  # e.g. audit_retention_days
-emcli audit list [--account N] [--limit K]
+emcli audit list [account] [--limit K]
 emcli version

 # Agent (requires EMCLI_KEY or EMCLI_ADMIN_KEY; one line of JSON each)
-emcli doctor [--account N]                             # connectivity/auth check
+emcli doctor [N | --account N]                         # connectivity/auth check
 emcli list   --account N [--folder F] [--new] [--limit K] [--before U] [--since U]
 emcli get    --account N [--folder F] --uid U
 emcli search --account N [--folder F] [--from A] [--subject-contains S] [--text S] [--since-date D] [--before-date D] [--limit K]
@@ -0,0 +1,497 @@
+# Agent-readable `account list` Implementation Plan
+
+> **For agentic workers:** REQUIRED SUB-SKILL: Use superpowers:subagent-driven-development (recommended) or superpowers:executing-plans to implement this plan task-by-task. Steps use checkbox (`- [ ]`) syntax for tracking.
+
+**Goal:** Let an agent holding only `EMCLI_KEY` run `emcli account list` and get a reduced JSON view (name, from, can_send), while admin keeps the full text table and `account add/edit/remove` stay admin-only.
+
+**Architecture:** Make `commandRole` subcommand-aware so `account list` routes to the agent role; branch the `list` renderer on whether the admin key is present (admin → existing text table; agent → standard `Success` JSON envelope). No schema change; `ListAccounts` already avoids decrypting secrets.
+
+**Tech Stack:** Go, standard library (`flag`, `encoding/json`), existing `internal/cli` envelope helpers and `internal/crypto` key loaders.
+
+## Global Constraints
+
+- Agent output is the existing JSON envelope shape: `{"error":bool,"error_detail":{...},"data":{...}}` via `Success(...)` / `Failure(...)` in `internal/cli/envelope.go`.
+- Admin `account list` output stays byte-for-byte the current human-readable table (`NAME MODE IMAP USER`).
+- The agent (reduced) view exposes only `name`, `from`, `can_send` — never the IMAP host/port or login username.
+- `from = Account.SendFrom()` (explicit `FromAddress`, else `Username`). `can_send = (Mode == "RW")`.
+- `account add/edit/remove` remain admin-only (hard-require `EMCLI_ADMIN_KEY`, no fallback).
+- Privilege detection: a caller is "admin" iff `crypto.AdminKeyFromEnv()` returns no error.
+- Spec: `docs/superpowers/specs/2026-06-23-agent-account-list-design.md`.
+
+---
+
+### Task 1: Route `account list` to the agent role and render by privilege
+
+**Files:**
+- Modify: `internal/cli/run.go` (`commandRole`, its call site in `Run`)
+- Modify: `internal/cli/admin.go` (the `list` branch of `runAccount`; add `crypto` import)
+- Modify: `internal/cli/role_test.go` (`TestCommandRole`)
+- Modify: `internal/cli/security_invariant_test.go` (refused-commands set)
+- Create/Test: `internal/cli/account_list_test.go`
+
+**Interfaces:**
+- Consumes: `store.Account.SendFrom() string`, `store.Account.Mode string`, `store.Store.ListAccounts() ([]store.Account, error)`, `crypto.AdminKeyFromEnv() ([]byte, error)`, `Success(map[string]any) Envelope`, `Failure(code, msg string) Envelope`, `Envelope.Write(io.Writer) error`, test helpers `adminEnv(t)`, `run(t, args...)`.
+- Produces: `commandRole(args []string) store.Role` (signature changes from `commandRole(cmd string)`). Agent `account list` emits `{"data":{"accounts":[{"name":string,"from":string,"can_send":bool}]}}`.
+
+- [ ] **Step 1: Rewrite `TestCommandRole` for the new signature and subcommand routing**
+
+Replace the body of `TestCommandRole` in `internal/cli/role_test.go` with:
+
+```go
+func TestCommandRole(t *testing.T) {
+	adminCmds := [][]string{
+		{"whitelist"}, {"config"}, {"audit"},
+		{"account"}, {"account", "add"}, {"account", "edit"}, {"account", "remove"},
+	}
+	agentCmds := [][]string{
+		{"list"}, {"get"}, {"search"}, {"ack"}, {"send"}, {"doctor"},
+		{"account", "list"},
+	}
+	for _, c := range adminCmds {
+		if commandRole(c) != store.RoleAdmin {
+			t.Errorf("%v should be admin", c)
+		}
+	}
+	for _, c := range agentCmds {
+		if commandRole(c) != store.RoleAgent {
+			t.Errorf("%v should be agent", c)
+		}
+	}
+}
+```
+
+Note: `init` is intentionally absent from this table. `commandRole({"init"})` falls through to the agent arm, but `Run` dispatches `init` via its own bootstrap path (which requires both keys), so its `commandRole` result is never used — asserting a role for it here would be both wrong and meaningless.
+
+- [ ] **Step 2: Run the routing test to verify it fails to compile**
+
+Run: `go test ./internal/cli/ -run TestCommandRole`
+Expected: FAIL — compile error, `commandRole` takes `string`, called with `[]string`.
+
+- [ ] **Step 3: Make `commandRole` subcommand-aware, update its call site, and fix the security invariant**
+
+In `internal/cli/run.go`, replace:
+
+```go
+func commandRole(cmd string) store.Role {
+	switch cmd {
+	case "account", "whitelist", "config", "audit":
+		return store.RoleAdmin
+	default: // list, get, search, ack, send, doctor
+		return store.RoleAgent
+	}
+}
+```
+
+with:
+
+```go
+func commandRole(args []string) store.Role {
+	switch args[0] {
+	case "account":
+		// account list is a read-only discovery view available to agents;
+		// add/edit/remove mutate config and require admin.
+		if len(args) >= 2 && args[1] == "list" {
+			return store.RoleAgent
+		}
+		return store.RoleAdmin
+	case "whitelist", "config", "audit":
+		return store.RoleAdmin
+	default: // list, get, search, ack, send, doctor
+		return store.RoleAgent
+	}
+}
+```
+
+In `Run`, change the call site from `role := commandRole(cmd)` to `role := commandRole(args)`.
+
+In `internal/cli/security_invariant_test.go`, in `TestAgentKeyCannotRunAdminCommands`, replace the `adminAttempts` entry `{"account", "list"}` so the set covers a *mutating* account command instead (account list is now allowed for agents):
+
+```go
+	adminAttempts := [][]string{
+		{"account", "add", "--name", "x", "--imap-host", "h", "--username", "u@x.com"},
+		{"config", "set", "audit_retention_days", "30"},
+		{"audit"},
+	}
+```
+
+- [ ] **Step 4: Run the cli package tests to verify routing + invariant pass**
+
+Run: `go test ./internal/cli/ -run 'TestCommandRole|TestAgentKeyCannotRunAdminCommands'`
+Expected: PASS (both). The agent can no longer be proven to refuse `account list` — that is intended; the invariant now proves `account add` is refused and the DB is unchanged.
+
+- [ ] **Step 5: Add the rendering tests (agent JSON view + admin text view)**
+
+Create `internal/cli/account_list_test.go`:
+
+```go
+package cli
+
+import (
+	"encoding/json"
+	"strings"
+	"testing"
+)
+
+// With only EMCLI_KEY set, `account list` emits the reduced JSON envelope:
+// name/from/can_send, and never the IMAP host or login username.
+func TestAccountListAgentJSONView(t *testing.T) {
+	adminEnv(t) // both keys + initialized temp DB
+	run(t, "account", "add", "--name", "work", "--mode", "RW",
+		"--imap-host", "imap.example.com", "--smtp-host", "smtp.example.com",
+		"--username", "login@example.com", "--from", "me@example.com")
+	run(t, "account", "add", "--name", "alerts", "--mode", "RO",
+		"--imap-host", "imap.example.com", "--username", "alerts@example.com")
+
+	// Drop the admin key → caller is an agent.
+	t.Setenv("EMCLI_ADMIN_KEY", "")
+	code, out, errOut := run(t, "account", "list")
+	if code != 0 {
+		t.Fatalf("agent account list should succeed: code=%d err=%q", code, errOut)
+	}
+
+	var env struct {
+		Error bool `json:"error"`
+		Data  struct {
+			Accounts []struct {
+				Name    string `json:"name"`
+				From    string `json:"from"`
+				CanSend bool   `json:"can_send"`
+			} `json:"accounts"`
+		} `json:"data"`
+	}
+	if err := json.Unmarshal([]byte(out), &env); err != nil {
+		t.Fatalf("output is not the agent envelope: %v\n%s", err, out)
+	}
+	if env.Error || len(env.Data.Accounts) != 2 {
+		t.Fatalf("want 2 accounts and no error, got %+v", env)
+	}
+	// The reduced view must not leak the IMAP host or the login username.
+	if strings.Contains(out, "imap.example.com") || strings.Contains(out, "login@example.com") {
+		t.Fatalf("agent view leaked host/username:\n%s", out)
+	}
+
+	got := map[string]struct {
+		from    string
+		canSend bool
+	}{}
+	for _, a := range env.Data.Accounts {
+		got[a.Name] = struct {
+			from    string
+			canSend bool
+		}{a.From, a.CanSend}
+	}
+	if g := got["work"]; g.from != "me@example.com" || !g.canSend {
+		t.Errorf("work: want from=me@example.com can_send=true, got %+v", g)
+	}
+	// alerts has no --from → SendFrom() falls back to the username.
+	if g := got["alerts"]; g.from != "alerts@example.com" || g.canSend {
+		t.Errorf("alerts: want from=alerts@example.com can_send=false, got %+v", g)
+	}
+}
+
+// With the admin key present, `account list` stays the full human-readable table.
+func TestAccountListAdminTextView(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "--name", "work", "--mode", "RW",
+		"--imap-host", "imap.example.com", "--smtp-host", "smtp.example.com",
+		"--username", "login@example.com", "--from", "me@example.com")
+
+	code, out, _ := run(t, "account", "list")
+	if code != 0 {
+		t.Fatalf("admin account list failed: code=%d", code)
+	}
+	for _, want := range []string{"NAME", "MODE", "IMAP", "USER", "imap.example.com:993", "login@example.com"} {
+		if !strings.Contains(out, want) {
+			t.Fatalf("admin view missing %q:\n%s", want, out)
+		}
+	}
+	if strings.Contains(out, `"accounts"`) {
+		t.Fatalf("admin view should be text, not JSON:\n%s", out)
+	}
+}
+```
+
+- [ ] **Step 6: Run the rendering tests to verify the agent view fails**
+
+Run: `go test ./internal/cli/ -run 'TestAccountListAgentJSONView|TestAccountListAdminTextView'`
+Expected: `TestAccountListAdminTextView` PASS (already text); `TestAccountListAgentJSONView` FAIL — output is still the text table, so `json.Unmarshal` errors.
+
+- [ ] **Step 7: Split the `list` branch by privilege in `runAccount`**
+
+In `internal/cli/admin.go`, add the crypto import. Change the import block:
+
+```go
+import (
+	"flag"
+	"fmt"
+	"io"
+	"strconv"
+
+	"git.dcglab.co.uk/steve/emcli/internal/crypto"
+	"git.dcglab.co.uk/steve/emcli/internal/store"
+	"git.dcglab.co.uk/steve/emcli/internal/tui"
+)
+```
+
+Replace the `case "list":` block (currently):
+
+```go
+	case "list":
+		accs, err := st.ListAccounts()
+		if err != nil {
+			fmt.Fprintf(errOut, "list: %v\n", err)
+			return 1
+		}
+		fmt.Fprintf(out, "%-16s %-4s %-28s %s\n", "NAME", "MODE", "IMAP", "USER")
+		for _, a := range accs {
+			fmt.Fprintf(out, "%-16s %-4s %-28s %s\n",
+				a.Name, a.Mode, fmt.Sprintf("%s:%d", a.IMAPHost, a.IMAPPort), a.Username)
+		}
+		return 0
+```
+
+with:
+
+```go
+	case "list":
+		// Holding the admin key means the caller is the human admin (full
+		// detail). An agent holds only EMCLI_KEY and gets a reduced JSON view.
+		_, adminErr := crypto.AdminKeyFromEnv()
+		isAdmin := adminErr == nil
+		accs, err := st.ListAccounts()
+		if err != nil {
+			if isAdmin {
+				fmt.Fprintf(errOut, "list: %v\n", err)
+			} else {
+				_ = Failure(CodeDB, err.Error()).Write(out)
+			}
+			return 1
+		}
+		if !isAdmin {
+			items := make([]map[string]any, 0, len(accs))
+			for _, a := range accs {
+				items = append(items, map[string]any{
+					"name":     a.Name,
+					"from":     a.SendFrom(),
+					"can_send": a.Mode == "RW",
+				})
+			}
+			_ = Success(map[string]any{"accounts": items}).Write(out)
+			return 0
+		}
+		fmt.Fprintf(out, "%-16s %-4s %-28s %s\n", "NAME", "MODE", "IMAP", "USER")
+		for _, a := range accs {
+			fmt.Fprintf(out, "%-16s %-4s %-28s %s\n",
+				a.Name, a.Mode, fmt.Sprintf("%s:%d", a.IMAPHost, a.IMAPPort), a.Username)
+		}
+		return 0
+```
+
+- [ ] **Step 8: Run the full cli package test suite**
+
+Run: `go test ./internal/cli/`
+Expected: PASS (all tests, including the two new rendering tests, the routing test, and the security invariant).
+
+- [ ] **Step 9: Run the whole module to confirm nothing else regressed**
+
+Run: `go build ./... && go test ./...`
+Expected: build clean; all packages PASS.
+
+- [ ] **Step 10: Commit**
+
+```bash
+git add internal/cli/run.go internal/cli/admin.go internal/cli/role_test.go \
+        internal/cli/security_invariant_test.go internal/cli/account_list_test.go
+git commit -m "feat(cli): agent-readable account list (reduced JSON view)
+
+account list now routes to the agent role; an agent (EMCLI_KEY only) gets a
+JSON envelope of name/from/can_send, while the admin keeps the full text
+table. account add/edit/remove stay admin-only.
+
+Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>"
+```
+
+---
+
+### Task 2: Update user and agent documentation
+
+**Files:**
+- Modify: `USER-MANUAL.md` (command-kinds note, role table, cheatsheet)
+- Modify: `skills/emcli/SKILL.md` (allowed-commands note, command table, do/don't)
+- Modify: `skills/emcli/AGENTIC-MANUAL.md` (§4 account discovery)
+
+**Interfaces:**
+- Consumes: behavior shipped in Task 1 (agent `account list` → `{"data":{"accounts":[{name,from,can_send}]}}`).
+- Produces: docs only; no code interface.
+
+- [ ] **Step 1: USER-MANUAL — note that `account list` is the one agent-readable admin view**
+
+In `USER-MANUAL.md`, in the "Two kinds of commands" block, change the Admin bullet (line ~36) from:
+
+```
+- **Admin commands** (`init`, `account`, `whitelist`, `config`, `audit`) require `EMCLI_ADMIN_KEY`
+  and are for *you*, the human. They print human-readable text or open an interactive form.
+```
+
+to:
+
+```
+- **Admin commands** (`init`, `account add/edit/remove`, `whitelist`, `config`, `audit`) require
+  `EMCLI_ADMIN_KEY` and are for *you*, the human. They print human-readable text or open an
+  interactive form. (`account list` is the one exception — it is also an agent command; see below.)
+```
+
+- [ ] **Step 2: USER-MANUAL — update the role table**
+
+Replace the role table rows (lines ~127-128):
+
+```
+| `list`, `get`, `search`, `ack`, `send`, `doctor` | Agent (`EMCLI_KEY` or `EMCLI_ADMIN_KEY`) |
+| `account`, `whitelist`, `config`, `audit` | Admin (`EMCLI_ADMIN_KEY` required) |
+```
+
+with:
+
+```
+| `list`, `get`, `search`, `ack`, `send`, `doctor`, `account list` | Agent (`EMCLI_KEY` or `EMCLI_ADMIN_KEY`) |
+| `account add/edit/remove`, `whitelist`, `config`, `audit` | Admin (`EMCLI_ADMIN_KEY` required) |
+
+`account list` is dual-role: with the admin key it prints the full `NAME MODE IMAP USER` table;
+with only `EMCLI_KEY` (an agent) it prints a JSON envelope exposing just `name`, `from`, and
+`can_send` — no host or login username.
+```
+
+- [ ] **Step 3: USER-MANUAL — annotate the cheatsheet**
+
+In the cheatsheet (line ~597), change:
+
+```
+emcli account list                                    # list accounts (no secrets)
+```
+
+to:
+
+```
+emcli account list                                    # full table (admin) / name+from+can_send JSON (agent)
+```
+
+- [ ] **Step 4: SKILL.md — carve `account list` out of the forbidden-commands rule**
+
+In `skills/emcli/SKILL.md`, change the first bullet (lines ~20-24):
+
+```
+- **You only run agent commands:** `list`, `get`, `search`, `ack`, `send`, `doctor`. You are
+  provided only `EMCLI_KEY` (the agent key), which authorises these commands and nothing else.
+  Account setup, passwords, whitelists, and config are the **user's** job (admin commands that
+  require `EMCLI_ADMIN_KEY`) — do not run or suggest running `account`, `whitelist`, `config`,
+  `audit`, or `init`. You have only `EMCLI_KEY` (agent key); `emcli` will refuse admin commands
+  with a privilege error.
+```
+
+to:
+
+```
+- **You only run agent commands:** `list`, `get`, `search`, `ack`, `send`, `doctor`, and
+  `account list` (to discover accounts). You are provided only `EMCLI_KEY` (the agent key), which
+  authorises these and nothing else. Account *setup* (`account add/edit/remove`), passwords,
+  whitelists, and config are the **user's** job (admin commands that require `EMCLI_ADMIN_KEY`) —
+  do not run or suggest running `account add/edit/remove`, `whitelist`, `config`, `audit`, or
+  `init`. `emcli` will refuse those with a privilege error.
+```
+
+- [ ] **Step 5: SKILL.md — add `account list` to the command table**
+
+In the command table (after the `send` row, line ~122), add:
+
+```
+| `emcli account list` | Discover accounts: JSON `name` / `from` / `can_send` per account |
+```
+
+- [ ] **Step 6: SKILL.md — fix the "don't" bullet**
+
+Change (lines ~147-148):
+
+```
+- ❌ Don't run admin commands (`account`/`whitelist`/`config`/`audit`/`init`) — you have only
+  `EMCLI_KEY` (agent key); `emcli` will refuse admin commands with a privilege error.
+```
+
+to:
+
+```
+- ❌ Don't run admin commands (`account add/edit/remove`, `whitelist`, `config`, `audit`, `init`) —
+  you have only `EMCLI_KEY` (agent key); `emcli` will refuse them with a privilege error.
+  (`account list` is allowed — use it to discover accounts.)
+```
+
+Also change the ✅ bullet (line ~145) from `Ask the user for the account name; keep bodies plain text.` to:
+
+```
+- ✅ Discover accounts with `emcli account list`, or ask the user; keep bodies plain text.
+```
+
+- [ ] **Step 7: AGENTIC-MANUAL — document discovery via `account list`**
+
+In `skills/emcli/AGENTIC-MANUAL.md`, replace the body of `## 4. Find the account(s)` (lines ~88-97):
+
+```
+You refer to an account by name (e.g. `gmail`, `work`). Ask the user which account to use.
+`emcli doctor` is an agent command (authorised by `EMCLI_KEY`), so you can run it to check that
+configured accounts connect and authenticate:
+
+```bash
+emcli doctor              # all accounts
+emcli doctor --account gmail
+```
+
+Just take the account name from the user and start with the workflow in `SKILL.md`.
+```
+
+with:
+
+```
+You refer to an account by name (e.g. `gmail`, `work`). Discover the configured accounts yourself
+with `emcli account list` (an agent command authorised by `EMCLI_KEY`); it prints a JSON envelope
+with one entry per account:
+
+```bash
+emcli account list
+# {"error":false,"error_detail":{},"data":{"accounts":[
+#   {"name":"gmail","from":"me@gmail.com","can_send":true},
+#   {"name":"alerts","from":"alerts@x.com","can_send":false}]}}
+```
+
+`name` is what you pass to `--account`; `from` is the send-as identity; `can_send` is false for
+read-only accounts (they reject `send`). If unsure which to use, ask the user. `emcli doctor`
+(also an agent command) checks that accounts connect and authenticate:
+
+```bash
+emcli doctor              # all accounts
+emcli doctor --account gmail
+```
+
+Then start with the workflow in `SKILL.md`.
+```
+
+- [ ] **Step 8: Sanity-check the docs render and reference reality**
+
+Run: `grep -n "account list" USER-MANUAL.md skills/emcli/SKILL.md skills/emcli/AGENTIC-MANUAL.md`
+Expected: each file shows the updated `account list` references; no remaining text claims the agent cannot run `account list`.
+
+- [ ] **Step 9: Commit**
+
+```bash
+git add USER-MANUAL.md skills/emcli/SKILL.md skills/emcli/AGENTIC-MANUAL.md
+git commit -m "docs: agent can discover accounts via account list
+
+Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>"
+```
+
+---
+
+## Notes for the implementer
+
+- Run all Go commands from the repo root (`/home/steve/src/emcli`).
+- The two intentional red states are Step 2 (compile error) and Step 6 (agent JSON test) in Task 1. Every other test run must be green.
+- Do not change the admin text table or add columns to it — admin output must stay identical.
+- `adminEnv(t)` and `run(t, ...)` live in `internal/cli/admin_test.go`; `b64Key`/`b64AgentKey` in `internal/cli/run_test.go`. No new helpers are needed.
@@ -0,0 +1,688 @@
+# Send-as "From" Address Implementation Plan
+
+> **For agentic workers:** REQUIRED SUB-SKILL: Use superpowers:subagent-driven-development (recommended) or superpowers:executing-plans to implement this plan task-by-task. Steps use checkbox (`- [ ]`) syntax for tracking.
+
+**Goal:** Let each account configure the email address used as the `From:` when sending, instead of always reusing the login username.
+
+**Architecture:** Add a single freeform RFC 5322 `from_address` field to the account (bare address or `Display Name <addr>`). When blank, sending falls back to the login username — no migration of existing data. The header `From:` carries the full identity; the SMTP envelope sender is derived as the bare address. A version-gated `ALTER TABLE` migration adds the column to existing databases.
+
+**Tech Stack:** Go, SQLite (`modernc.org/sqlite`), `github.com/emersion/go-message/mail` for MIME, `net/mail` (stdlib) for address validation, bubbletea TUI.
+
+## Global Constraints
+
+- Module path: `git.dcglab.co.uk/steve/emcli`.
+- The `from_address` field is **not** a secret — store as plaintext (like `username`), never encrypted.
+- A blank from-address is always valid and means "fall back to `Account.Username`".
+- Follow existing patterns: `nullStr` for nullable text columns, `sql.NullString` in `scanAccount`, `fs.Visit` overlay for `account edit` flags.
+- Tests are Go table/unit tests in the same package; reuse the existing `openTemp(t)` helper where keys are needed.
+
+---
+
+### Task 1: Store — field, migration, persistence
+
+**Files:**
+- Modify: `internal/store/account.go` (Account struct, AddAccount, GetAccount, ListAccounts, UpdateAccount, scanAccount)
+- Modify: `internal/store/schema.go` (add column, bump schemaVersion)
+- Modify: `internal/store/store.go` (run migration in Open)
+- Modify: `internal/store/store_test.go` (update schema_version expectations to "2")
+- Test: `internal/store/account_test.go` (SendFrom + round-trip), `internal/store/store_test.go` (migration)
+
+**Interfaces:**
+- Produces: `store.Account.FromAddress string` field; method `func (a Account) SendFrom() string`; schema at version 2 with `accounts.from_address TEXT` column.
+
+- [ ] **Step 1: Write the failing test for SendFrom + round-trip**
+
+Add to `internal/store/account_test.go`:
+
+```go
+func TestSendFromFallsBackToUsername(t *testing.T) {
+	a := Account{Username: "login@example.com"}
+	if got := a.SendFrom(); got != "login@example.com" {
+		t.Fatalf("blank from-address should fall back to username, got %q", got)
+	}
+	a.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	if got := a.SendFrom(); got != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("set from-address should win, got %q", got)
+	}
+}
+
+func TestAddGetAccountRoundTripsFromAddress(t *testing.T) {
+	s := openTemp(t)
+	a := sampleAccount()
+	a.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	if _, err := s.AddAccount(a); err != nil {
+		t.Fatalf("AddAccount: %v", err)
+	}
+	got, err := s.GetAccount("work")
+	if err != nil {
+		t.Fatalf("GetAccount: %v", err)
+	}
+	if got.FromAddress != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("FromAddress not round-tripped: %q", got.FromAddress)
+	}
+}
+```
+
+- [ ] **Step 2: Run tests to verify they fail**
+
+Run: `go test ./internal/store/ -run 'TestSendFrom|TestAddGetAccountRoundTripsFromAddress' -v`
+Expected: FAIL — `a.SendFrom undefined` and `a.FromAddress undefined`.
+
+- [ ] **Step 3: Add the field and SendFrom method**
+
+In `internal/store/account.go`, add `FromAddress` to the struct (right after `Username`) and the method. The struct becomes:
+
+```go
+type Account struct {
+	ID                  int64
+	Name                string
+	Mode                string // RO | RW
+	IMAPHost            string
+	IMAPPort            int
+	IMAPSecurity        string // tls | starttls
+	SMTPHost            string // nullable for RO accounts
+	SMTPPort            int
+	SMTPSecurity        string // tls | starttls
+	AuthType            string // password | oauth2
+	Username            string
+	FromAddress         string // send-as identity; blank ⇒ fall back to Username
+	Password            string // decrypted; empty in ListAccounts
+	WhitelistInEnabled  bool
+	WhitelistOutEnabled bool
+	SubjectRegex        string
+	ProcessBacklog      bool
+}
+
+// SendFrom returns the From identity for outgoing mail, falling back to the
+// login username when no explicit from-address is configured.
+func (a Account) SendFrom() string {
+	if a.FromAddress != "" {
+		return a.FromAddress
+	}
+	return a.Username
+}
+```
+
+- [ ] **Step 4: Thread from_address through persistence**
+
+In `internal/store/account.go`:
+
+AddAccount — add `from_address` to the column list and a value placeholder. The INSERT becomes:
+
+```go
+	res, err := s.db.Exec(`
+		INSERT INTO accounts
+		  (name,mode,imap_host,imap_port,imap_security,smtp_host,smtp_port,smtp_security,
+		   auth_type,username,from_address,
+		   enc_password,whitelist_in_enabled,whitelist_out_enabled,subject_regex,process_backlog)
+		VALUES (?,?,?,?,?,?,?,?,?,?,?,?,?,?,?,?)`,
+		a.Name, a.Mode, a.IMAPHost, a.IMAPPort, a.IMAPSecurity,
+		nullStr(a.SMTPHost), nullInt(a.SMTPPort), nullStr(a.SMTPSecurity),
+		a.AuthType, a.Username, nullStr(a.FromAddress),
+		encPw, b2i(a.WhitelistInEnabled), b2i(a.WhitelistOutEnabled),
+		nullStr(a.SubjectRegex), b2i(a.ProcessBacklog))
+```
+
+GetAccount and ListAccounts — add `from_address` to both SELECT column lists, right after `username`:
+
+```go
+		SELECT id,name,mode,imap_host,imap_port,imap_security,smtp_host,smtp_port,smtp_security,
+		       auth_type,username,from_address,
+		       enc_password,whitelist_in_enabled,whitelist_out_enabled,subject_regex,process_backlog
+```
+
+UpdateAccount — add `from_address=?` to the SET clause and its arg (after `username=?` / `a.Username`):
+
+```go
+	set := `mode=?, imap_host=?, imap_port=?, imap_security=?,
+	        smtp_host=?, smtp_port=?, smtp_security=?,
+	        auth_type=?, username=?, from_address=?,
+	        whitelist_in_enabled=?, whitelist_out_enabled=?, subject_regex=?, process_backlog=?`
+	args := []any{
+		a.Mode, a.IMAPHost, a.IMAPPort, a.IMAPSecurity,
+		nullStr(a.SMTPHost), nullInt(a.SMTPPort), nullStr(a.SMTPSecurity),
+		a.AuthType, a.Username, nullStr(a.FromAddress),
+		b2i(a.WhitelistInEnabled), b2i(a.WhitelistOutEnabled),
+		nullStr(a.SubjectRegex), b2i(a.ProcessBacklog),
+	}
+```
+
+scanAccount — add a `fromAddr sql.NullString` local, scan it after `&a.Username`, and assign. The var block gains `fromAddr sql.NullString`; the Scan call becomes:
+
+```go
+	err := sc.Scan(&a.ID, &a.Name, &a.Mode, &a.IMAPHost, &a.IMAPPort, &a.IMAPSecurity,
+		&smtpHost, &smtpPort, &smtpSec,
+		&a.AuthType, &a.Username, &fromAddr, &encPw, &wlIn, &wlOut, &subj, &backlog)
+```
+
+and after the existing assignments add:
+
+```go
+	a.FromAddress = fromAddr.String
+```
+
+- [ ] **Step 5: Add the column to the schema and bump the version**
+
+In `internal/store/schema.go`, change `const schemaVersion = 1` to `const schemaVersion = 2`, and add the column to the `accounts` CREATE TABLE, right after the `username` line:
+
+```sql
+  username                TEXT NOT NULL,
+  from_address            TEXT,
+  enc_password            BLOB,
+```
+
+- [ ] **Step 6: Run the round-trip + SendFrom tests to verify they pass**
+
+Run: `go test ./internal/store/ -run 'TestSendFrom|TestAddGetAccountRoundTripsFromAddress' -v`
+Expected: PASS.
+
+- [ ] **Step 7: Write the failing migration test**
+
+The existing `TestOpenCreatesSchemaAndIsIdempotent` will now fail because it expects `schema_version == "1"`. Update both assertions in `internal/store/store_test.go` from `"1"` to `"2"`. Then add a new migration test in `internal/store/store_test.go`:
+
+```go
+func TestOpenMigratesV1AddsFromAddress(t *testing.T) {
+	p := filepath.Join(t.TempDir(), "emcli.db")
+
+	// Hand-build a v1 database: accounts table WITHOUT from_address, a settings
+	// table pinned at schema_version=1, and one pre-existing account row.
+	raw, err := sql.Open("sqlite", p)
+	if err != nil {
+		t.Fatalf("sql.Open: %v", err)
+	}
+	const v1Schema = `
+CREATE TABLE settings (key TEXT PRIMARY KEY, value TEXT NOT NULL);
+CREATE TABLE accounts (
+  id            INTEGER PRIMARY KEY AUTOINCREMENT,
+  name          TEXT UNIQUE NOT NULL,
+  mode          TEXT NOT NULL,
+  imap_host     TEXT NOT NULL,
+  imap_port     INTEGER NOT NULL,
+  imap_security TEXT NOT NULL,
+  smtp_host     TEXT, smtp_port INTEGER, smtp_security TEXT,
+  auth_type     TEXT NOT NULL,
+  username      TEXT NOT NULL,
+  enc_password  BLOB,
+  enc_oauth_client_id BLOB, enc_oauth_client_secret BLOB, enc_oauth_refresh_token BLOB,
+  whitelist_in_enabled INTEGER NOT NULL DEFAULT 0,
+  whitelist_out_enabled INTEGER NOT NULL DEFAULT 0,
+  subject_regex TEXT,
+  process_backlog INTEGER NOT NULL DEFAULT 0
+);
+INSERT INTO settings(key,value) VALUES ('schema_version','1');
+INSERT INTO accounts(name,mode,imap_host,imap_port,imap_security,auth_type,username)
+  VALUES ('legacy','RO','imap.example.com',993,'tls','password','login@example.com');
+`
+	if _, err := raw.Exec(v1Schema); err != nil {
+		t.Fatalf("seed v1 schema: %v", err)
+	}
+	raw.Close()
+
+	// Open via the store: the migration must add from_address and bump to v2.
+	s, err := Open(p)
+	if err != nil {
+		t.Fatalf("Open (migrate): %v", err)
+	}
+	defer s.Close()
+
+	if v, _ := s.GetSetting("schema_version"); v != "2" {
+		t.Fatalf("schema_version after migrate: %q, want 2", v)
+	}
+	// ListAccounts SELECTs from_address; it would error if the column were missing.
+	accs, err := s.ListAccounts()
+	if err != nil {
+		t.Fatalf("ListAccounts after migrate: %v", err)
+	}
+	if len(accs) != 1 || accs[0].FromAddress != "" {
+		t.Fatalf("legacy account wrong after migrate: %+v", accs)
+	}
+	if got := accs[0].SendFrom(); got != "login@example.com" {
+		t.Fatalf("legacy account should send from username, got %q", got)
+	}
+}
+```
+
+Ensure `internal/store/store_test.go` imports `"database/sql"` (add it to the import block).
+
+- [ ] **Step 8: Run the migration test to verify it fails**
+
+Run: `go test ./internal/store/ -run 'TestOpenMigratesV1AddsFromAddress|TestOpenCreatesSchemaAndIsIdempotent' -v`
+Expected: migration test FAILS with a "no such column: from_address" error from `ListAccounts` (the column is in the schema for new DBs but not added to the seeded v1 DB).
+
+- [ ] **Step 9: Add the migration runner to Open**
+
+In `internal/store/store.go`, replace the post-schema version block with a call to a new `migrate` method. Change the tail of `Open` from:
+
+```go
+	s := &Store{db: db}
+	if _, err := s.GetSetting("schema_version"); err != nil {
+		if err := s.SetSetting("schema_version", strconv.Itoa(schemaVersion)); err != nil {
+			db.Close()
+			return nil, err
+		}
+	}
+	return s, nil
+```
+
+to:
+
+```go
+	s := &Store{db: db}
+	if err := s.migrate(); err != nil {
+		db.Close()
+		return nil, err
+	}
+	return s, nil
+```
+
+and add the method:
+
+```go
+// migrate brings an existing database up to the current schemaVersion. A brand-
+// new database (no schema_version yet) already has every column from schemaSQL,
+// so it is simply stamped at the current version. Each older version runs its
+// forward step. The version gate makes every step idempotent across reopens.
+func (s *Store) migrate() error {
+	v, err := s.GetSetting("schema_version")
+	if err != nil {
+		// Fresh database: schemaSQL created all columns already.
+		return s.SetSetting("schema_version", strconv.Itoa(schemaVersion))
+	}
+	ver, _ := strconv.Atoi(v)
+	if ver < 2 {
+		if _, err := s.db.Exec(`ALTER TABLE accounts ADD COLUMN from_address TEXT`); err != nil {
+			return fmt.Errorf("migrate to v2: %w", err)
+		}
+		if err := s.SetSetting("schema_version", "2"); err != nil {
+			return err
+		}
+	}
+	return nil
+}
+```
+
+Confirm `internal/store/store.go` already imports `fmt` and `strconv` (it does); no import changes needed.
+
+- [ ] **Step 10: Run the full store test suite to verify it passes**
+
+Run: `go test ./internal/store/ -v`
+Expected: PASS (migration, idempotency, round-trip, and existing tests all green).
+
+- [ ] **Step 11: Commit**
+
+```bash
+git add internal/store/account.go internal/store/schema.go internal/store/store.go internal/store/account_test.go internal/store/store_test.go
+git commit -m "feat(store): add account from_address field + v2 migration
+
+Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>"
+```
+
+---
+
+### Task 2: Mail — envelope sender vs header From
+
+**Files:**
+- Modify: `internal/mail/send.go` (add `envelopeFrom` helper, use it in `SendSMTP`)
+- Test: `internal/mail/send_test.go` (envelopeFrom table test + BuildMIME display-name assertion)
+
+**Interfaces:**
+- Consumes: `OutgoingMessage.From` may now hold `Display Name <addr>`.
+- Produces: `func envelopeFrom(from string) string` (package-private) — bare address for the SMTP envelope.
+
+- [ ] **Step 1: Write the failing test for envelopeFrom and the display-name header**
+
+Add to `internal/mail/send_test.go`:
+
+```go
+func TestEnvelopeFromStripsDisplayName(t *testing.T) {
+	cases := map[string]string{
+		"Steve Cliff <me@stevecliff.com>": "me@stevecliff.com",
+		"me@stevecliff.com":               "me@stevecliff.com",
+		"<me@stevecliff.com>":             "me@stevecliff.com",
+		"not a valid address":             "not a valid address", // unparseable ⇒ passthrough
+	}
+	for in, want := range cases {
+		if got := envelopeFrom(in); got != want {
+			t.Fatalf("envelopeFrom(%q) = %q, want %q", in, got, want)
+		}
+	}
+}
+
+func TestBuildMIMEKeepsDisplayNameInHeader(t *testing.T) {
+	raw, err := BuildMIME(OutgoingMessage{
+		From:     "Steve Cliff <me@stevecliff.com>",
+		To:       []string{"you@example.com"},
+		Subject:  "hi",
+		BodyText: "body",
+		Date:     time.Date(2026, 6, 23, 12, 0, 0, 0, time.UTC),
+	})
+	if err != nil {
+		t.Fatalf("BuildMIME: %v", err)
+	}
+	if !strings.Contains(string(raw), "Steve Cliff") {
+		t.Fatalf("From header lost display name:\n%s", raw)
+	}
+}
+```
+
+- [ ] **Step 2: Run the tests to verify they fail**
+
+Run: `go test ./internal/mail/ -run 'TestEnvelopeFromStripsDisplayName|TestBuildMIMEKeepsDisplayNameInHeader' -v`
+Expected: FAIL — `envelopeFrom` undefined. (The BuildMIME test may already pass, since `SetAddressList` renders display names; the envelopeFrom test is the gating failure.)
+
+- [ ] **Step 3: Add the envelopeFrom helper and use it in SendSMTP**
+
+In `internal/mail/send.go`, add the helper (near `addrList`):
+
+```go
+// envelopeFrom returns the bare address for the SMTP envelope sender, stripping
+// any display name. A display-name From (e.g. "Name <addr>") is a valid header
+// but an invalid envelope sender, so it must be reduced to the bare address.
+// Unparseable input is passed through unchanged (preserves prior behaviour for
+// plain addresses).
+func envelopeFrom(from string) string {
+	if a, err := gomail.ParseAddress(from); err == nil {
+		return a.Address
+	}
+	return from
+}
+```
+
+In `SendSMTP`, change the send line from:
+
+```go
+	if err := c.SendMail(m.From, m.Recipients(), bytes.NewReader(raw)); err != nil {
+```
+
+to:
+
+```go
+	if err := c.SendMail(envelopeFrom(m.From), m.Recipients(), bytes.NewReader(raw)); err != nil {
+```
+
+- [ ] **Step 4: Run the tests to verify they pass**
+
+Run: `go test ./internal/mail/ -run 'TestEnvelopeFromStripsDisplayName|TestBuildMIMEKeepsDisplayNameInHeader' -v`
+Expected: PASS.
+
+- [ ] **Step 5: Run the full mail suite**
+
+Run: `go test ./internal/mail/`
+Expected: PASS (`imap_integration_test` may skip without a live server — that is fine).
+
+- [ ] **Step 6: Commit**
+
+```bash
+git add internal/mail/send.go internal/mail/send_test.go
+git commit -m "feat(mail): derive bare envelope sender from display-name From
+
+Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>"
+```
+
+---
+
+### Task 3: CLI + TUI — inputs, validation, and send wiring
+
+**Files:**
+- Modify: `internal/cli/send.go:26` (use `acc.SendFrom()`)
+- Modify: `internal/cli/admin.go` (`--from` flag on `account add` and `account edit`)
+- Modify: `internal/tui/account.go` (Fields field, fieldDef, ToAccount, FieldsFromAccount, fieldValue, collect, validation helper, Validate)
+- Test: `internal/tui/account_test.go` (validation + round-trip), `internal/cli/send_test.go` (send uses configured from)
+
+**Interfaces:**
+- Consumes: `store.Account.FromAddress`, `store.Account.SendFrom()` (Task 1).
+- Produces: `func ValidFromAddress(s string) error` exported from `tui` package, used by both `Fields.Validate` and `internal/cli/admin.go`.
+
+- [ ] **Step 1: Write the failing TUI validation + round-trip tests**
+
+Add to `internal/tui/account_test.go`:
+
+```go
+func TestValidateRejectsBadFromAddress(t *testing.T) {
+	f := validFields()
+	f.FromAddress = "not an address"
+	if err := f.Validate(); err == nil {
+		t.Fatal("malformed from-address should fail validation")
+	}
+	f.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	if err := f.Validate(); err != nil {
+		t.Fatalf("display-name from-address should validate: %v", err)
+	}
+	f.FromAddress = "me@stevecliff.com"
+	if err := f.Validate(); err != nil {
+		t.Fatalf("bare from-address should validate: %v", err)
+	}
+	f.FromAddress = "" // blank ⇒ fall back, always valid
+	if err := f.Validate(); err != nil {
+		t.Fatalf("blank from-address should validate: %v", err)
+	}
+}
+
+func TestFieldsFromToAccountCarriesFromAddress(t *testing.T) {
+	f := validFields()
+	f.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	acc, _ := f.ToAccount()
+	if acc.FromAddress != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("ToAccount lost FromAddress: %q", acc.FromAddress)
+	}
+	back := FieldsFromAccount(acc)
+	if back.FromAddress != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("FieldsFromAccount lost FromAddress: %q", back.FromAddress)
+	}
+}
+```
+
+- [ ] **Step 2: Run the tests to verify they fail**
+
+Run: `go test ./internal/tui/ -run 'TestValidateRejectsBadFromAddress|TestFieldsFromToAccountCarriesFromAddress' -v`
+Expected: FAIL — `f.FromAddress` undefined.
+
+- [ ] **Step 3: Add the field, validation helper, and wiring in tui/account.go**
+
+In `internal/tui/account.go`:
+
+Add `"net/mail"` to the import block.
+
+Add `FromAddress` to `Fields` (after the `Username, Password` line):
+
+```go
+type Fields struct {
+	Name, Mode                                string
+	IMAPHost, IMAPPort, IMAPSecurity          string
+	SMTPHost, SMTPPort, SMTPSecurity          string
+	Username, Password                        string
+	FromAddress                               string
+	WhitelistIn, WhitelistOut, ProcessBacklog bool
+	SubjectRegex                              string
+}
+```
+
+Add the exported validator:
+
+```go
+// ValidFromAddress returns an error if s is set but is not a valid RFC 5322
+// address (bare or "Display Name <addr>"). A blank value is valid: sending
+// falls back to the login username.
+func ValidFromAddress(s string) error {
+	if strings.TrimSpace(s) == "" {
+		return nil
+	}
+	if _, err := mail.ParseAddress(s); err != nil {
+		return errors.New("from address must be a valid email address")
+	}
+	return nil
+}
+```
+
+In `Fields.Validate`, add before the final `return nil`:
+
+```go
+	if err := ValidFromAddress(f.FromAddress); err != nil {
+		return err
+	}
+```
+
+In `ToAccount`, set the field on the assembled account (add to the struct literal, after `Username/Password`):
+
+```go
+		AuthType: "password", Username: f.Username, Password: f.Password,
+		FromAddress: f.FromAddress,
+```
+
+In `FieldsFromAccount`, prefill it (after `Username: a.Username,`):
+
+```go
+		Username:    a.Username,
+		FromAddress: a.FromAddress,
+```
+
+Add a `fieldDef` to `fieldDefs`, immediately after the `username` entry (so it appears next to it in the form):
+
+```go
+	{key: "username", label: "Username"},
+	{key: "from_address", label: "From address (optional)"},
+	{key: "password", label: "Password", password: true},
+```
+
+- [ ] **Step 4: Wire from_address through fieldValue and collect**
+
+In `internal/tui/account.go`, find `fieldValue` (≈ line 147) and add a `case "from_address": return f.FromAddress` alongside the other string cases. Find `collect` (≈ line 228) and add the inverse mapping so the typed value is written back to `f.FromAddress` (mirror exactly how `username` is handled in that function's switch).
+
+- [ ] **Step 5: Run the tui tests to verify they pass**
+
+Run: `go test ./internal/tui/ -v`
+Expected: PASS (new validation/round-trip tests plus existing form tests).
+
+- [ ] **Step 6: Write the failing CLI send test**
+
+The harness in `internal/cli/send_test.go` records every sent message into `*sent`, so assert directly on `m.From`. Add:
+
+```go
+func TestSendUsesConfiguredFromAddress(t *testing.T) {
+	acc := rwAccount()
+	acc.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	d, sent, _ := sendDeps(t, acc, nil)
+	if err := SendCmd(d, "send", []string{"me@stevecliff.com"}, nil, nil, "hi", "body", nil, 0, "INBOX"); err != nil {
+		t.Fatalf("SendCmd: %v", err)
+	}
+	if len(*sent) != 1 {
+		t.Fatalf("want 1 send, got %d", len(*sent))
+	}
+	if got := (*sent)[0].From; got != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("From = %q, want configured from-address", got)
+	}
+}
+
+func TestSendFallsBackToUsernameAsFrom(t *testing.T) {
+	// rwAccount has no FromAddress, so From must be the login username.
+	d, sent, _ := sendDeps(t, rwAccount(), nil)
+	if err := SendCmd(d, "send", []string{"me@stevecliff.com"}, nil, nil, "hi", "body", nil, 0, "INBOX"); err != nil {
+		t.Fatalf("SendCmd: %v", err)
+	}
+	if got := (*sent)[0].From; got != "emcli@stevecliff.com" {
+		t.Fatalf("From = %q, want username fallback", got)
+	}
+}
+```
+
+- [ ] **Step 7: Run the CLI send test to verify it fails**
+
+Run: `go test ./internal/cli/ -run 'TestSendUsesConfiguredFromAddress' -v`
+Expected: FAIL — `send.go` still sets `From: acc.Username`.
+
+- [ ] **Step 8: Wire send.go and add the --from flags**
+
+In `internal/cli/send.go`, change:
+
+```go
+	msg := mail.OutgoingMessage{
+		From: acc.Username, To: to, Cc: cc, Bcc: bcc,
+		Subject: subject, BodyText: body,
+	}
+```
+
+to:
+
+```go
+	msg := mail.OutgoingMessage{
+		From: acc.SendFrom(), To: to, Cc: cc, Bcc: bcc,
+		Subject: subject, BodyText: body,
+	}
+```
+
+In `internal/cli/admin.go`, `account add`: register the flag and validate it.
+
+Add alongside the other `add` flags:
+
+```go
+		from := fs.String("from", "", "send-as address (blank = use username)")
+```
+
+After the required-fields check, before building `acc`:
+
+```go
+		if err := tui.ValidFromAddress(*from); err != nil {
+			fmt.Fprintln(errOut, err)
+			return 2
+		}
+```
+
+Add `FromAddress: *from,` to the `store.Account{...}` literal.
+
+In `account edit`: register the flag:
+
+```go
+		from := fs.String("from", "", "send-as address (blank keeps existing)")
+```
+
+Add a case to the `fs.Visit` switch:
+
+```go
+			case "from":
+				if err := tui.ValidFromAddress(*from); err != nil {
+					fmt.Fprintln(errOut, err)
+					return // see note below
+				}
+				acc.FromAddress = *from
+```
+
+Because `fs.Visit`'s callback cannot return an exit code, instead validate `--from` before the `fs.Visit` block (the flag value is available regardless of Visit) and set the field inside Visit:
+
+```go
+		if err := tui.ValidFromAddress(*from); err != nil {
+			fmt.Fprintln(errOut, err)
+			return 2
+		}
+		// ... existing GetAccount + fs.Visit ...
+			case "from":
+				acc.FromAddress = *from
+```
+
+Use this pre-Visit validation form (not the in-callback `return`).
+
+- [ ] **Step 9: Run the CLI suite to verify it passes**
+
+Run: `go test ./internal/cli/ -v`
+Expected: PASS.
+
+- [ ] **Step 10: Build and vet the whole module**
+
+Run: `go build ./... && go vet ./... && go test ./...`
+Expected: clean build, no vet complaints, all tests PASS.
+
+- [ ] **Step 11: Commit**
+
+```bash
+git add internal/cli/send.go internal/cli/admin.go internal/cli/send_test.go internal/tui/account.go internal/tui/account_test.go
+git commit -m "feat(cli): configurable send-as From address (flags, TUI, validation)
+
+Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>"
+```
+
+---
+
+## Notes for the implementer
+
+- The `account list` output (`admin.go`, `case "list"`) shows NAME/MODE/IMAP/USER. Adding a FROM column is optional polish, not required — leave it unless asked.
+- `USER-MANUAL.md` / `README.md` mention `account add` flags; if they enumerate flags explicitly, add `--from` there in the relevant commit. Grep first: `grep -rn 'account add\|--username' README.md USER-MANUAL.md docs/`.
+- Existing send tests in `internal/cli/send_test.go` define the harness shape — read them before writing Task 3 Step 6 rather than inventing a new fake.
@@ -0,0 +1,141 @@
+# Agent-readable `account list` — design
+
+**Date:** 2026-06-23
+**Status:** Approved (brainstorm), ready for implementation plan
+**Author:** Steve + Claude
+
+## Problem
+
+An agent process is launched with only `EMCLI_KEY` (the two-key model — see
+`2026-06-22-two-key-privilege-design.md`). Every agent command takes
+`--account NAME`, but the agent has no way to *discover* which accounts exist:
+`account list` is classified admin-only and is refused under the agent key. So
+account names must be supplied to the agent out of band, which is brittle and
+defeats the point of a self-directed agent.
+
+The two-key spec deliberately gated the whole `account` command to admin because
+`account add/edit/remove` mutate configuration. But `account list` is read-only
+and exposes no secrets — `store.ListAccounts` never decrypts the password
+(`enc_password` is scanned and discarded). Gating *discovery* behind admin is
+stricter than the threat model requires.
+
+## Goal
+
+Let an agent holding only `EMCLI_KEY` run `account list` to discover the
+accounts it may operate on, while:
+
+- keeping `account add/edit/remove` admin-only (mutation stays gated);
+- exposing to the agent only what it needs — **account name, the send-as From
+  address, and whether the account can send** — and *not* the IMAP host/port or
+  login username;
+- preserving the admin's existing full-detail view unchanged.
+
+## Constraints / decisions
+
+Settled during brainstorming:
+
+1. **Scope is exactly `account list`.** `whitelist list`, `config get`, and
+   `audit list` stay admin-only. `audit` in particular is oversight data and
+   must remain invisible to the agent.
+2. **Privilege-dependent rendering.** The admin keeps the current full table
+   (`NAME  MODE  IMAP  USER`, human-readable). The agent gets a *reduced* view
+   containing only name, From, and send-capability.
+3. **Agent output is JSON.** The agent is a machine consumer, so its
+   `account list` emits the standard agent envelope (like `list`/`get`/`search`),
+   not a text table. The admin path stays human-readable text.
+4. **No secret exposure, no schema change.** `ListAccounts` already avoids
+   decrypting passwords; nothing about the data model changes.
+
+## Approach
+
+Reclassify `account list` to the agent role, and branch rendering on the
+caller's actual privilege (presence of the admin key).
+
+### Routing (`internal/cli/run.go`)
+
+`commandRole` becomes subcommand-aware for `account`:
+
+- `account list` → `RoleAgent`
+- `account add | edit | remove` (and bare `account`) → `RoleAdmin`
+- all other commands unchanged.
+
+`commandRole` currently takes `cmd string`; it changes to take the full
+`args []string` so it can peek at the `account` subcommand. `Run` passes
+`args` through. This keeps `commandRole` the single source of truth for the
+classification table.
+
+Authorization mechanics are unchanged: `openStore(RoleAgent)` requires
+`EMCLI_KEY` (falling back to the admin key for a human who holds only that and
+runs `account list`). `account add/edit/remove` still hard-require
+`EMCLI_ADMIN_KEY` with no fallback.
+
+### Rendering (`internal/cli/admin.go`, the `list` branch)
+
+Determine privilege from the environment: `_, err := crypto.AdminKeyFromEnv()`;
+`isAdmin := err == nil`. (Holding the admin key *is* being the admin in this
+trust model. A human with only the admin key still gets the admin view; an agent
+with only `EMCLI_KEY` gets the reduced view.)
+
+- **Admin** → existing full table, unchanged:
+  ```
+  NAME             MODE IMAP                         USER
+  work             RW   imap.example.com:993         me@example.com
+  ```
+- **Agent** → JSON envelope to stdout:
+  ```json
+  {"error":false,"error_detail":{},"data":{"accounts":[
+    {"name":"work","from":"me@example.com","can_send":true},
+    {"name":"alerts","from":"alerts@example.com","can_send":false}
+  ]}}
+  ```
+  where `from = Account.SendFrom()` (the configured From address, falling back
+  to the username) and `can_send = (Mode == "RW")` (RW accounts have SMTP
+  configured; RO cannot send). The IMAP host/port and the raw login username are
+  **not** emitted (when From falls back to the username it may coincide with it,
+  which is acceptable — the user asked for From specifically).
+
+The reduced view reuses the existing `Success(...)` envelope and `Envelope.Write`
+helper; no new output machinery.
+
+## Error handling
+
+- Agent key on `account add/edit/remove` → unchanged:
+  `emcli: this command requires EMCLI_ADMIN_KEY (admin privilege)`, non-zero.
+- Agent `account list` with neither key set → the agent-command config error
+  (`EMCLI_KEY is not set`), surfaced the same way other agent commands surface a
+  missing key. Because the agent path now emits JSON, a missing-key failure on
+  `account list` is a JSON `Failure(CodeConfig, …)` envelope, consistent with the
+  other agent commands.
+- DB/list errors on the agent path → `Failure(CodeDB, …)` envelope; on the admin
+  path → existing `list: <err>` text to stderr.
+
+## Testing
+
+- **Routing:** extend the `commandRole` table test — `account list` → agent;
+  `account add` / `account edit` / `account remove` → admin.
+- **Agent view:** with only `EMCLI_KEY`, `account list` exits 0, emits a valid
+  envelope, and the `data.accounts` entries carry `name`/`from`/`can_send` — and
+  the output does **not** contain the IMAP host or the login username.
+- **Admin view:** with `EMCLI_ADMIN_KEY`, `account list` still prints the full
+  `NAME MODE IMAP USER` table (regression guard).
+- **`can_send`:** an RW account yields `can_send:true`, an RO account
+  `can_send:false`; `from` reflects `SendFrom()` (explicit From, else username).
+- **Security invariant (`security_invariant_test.go`):** remove
+  `{"account","list"}` from the refused-commands set (it is now allowed) and
+  replace it with a *mutating* `account add …` attempt, so the "forced agent
+  cannot run admin commands and the DB is byte-for-byte unchanged" invariant
+  still covers the `account` family.
+
+## Documentation updates
+
+- **USER-MANUAL:** role/command table — `account list` is agent-readable
+  (reduced JSON view); `account add/edit/remove` remain admin.
+- **`skills/emcli` (SKILL.md / AGENTIC-MANUAL.md):** document that the agent
+  discovers accounts via `account list`, including the JSON shape
+  (`name`, `from`, `can_send`).
+
+## Out of scope
+
+- Agent access to `whitelist list`, `config get`, or `audit list`.
+- Any change to the admin `account list` columns or to the data model.
+- JSON output for the admin `account list` path (stays human-readable text).
@@ -0,0 +1,118 @@
+# Send-as "From" address — design
+
+**Date:** 2026-06-23
+**Status:** Approved (pending spec review)
+
+## Problem
+
+An account's configuration has no field for the email address used as the
+`From:` when sending mail. Today the From is silently aliased to the login
+username (`internal/cli/send.go:26`, `From: acc.Username`), and neither
+`store.Account` nor the `accounts` table has any `from`/`address`/`email`
+column.
+
+This works only when the login username is exactly the desired send-as
+address. It breaks for:
+
+- providers where the login is an account ID rather than an email,
+- sending from an **alias** of the mailbox,
+- wanting a **display name** (`Steve Cliff <me@…>`) rather than a bare address,
+- Gmail App Passwords where envelope-from and header-from may differ.
+
+## Decisions
+
+- **Field shape:** a single freeform RFC 5322 From identity — bare
+  (`me@stevecliff.com`) or with a display name
+  (`Steve Cliff <me@stevecliff.com>`). One field, not a split
+  address/display-name pair.
+- **Fallback:** when the from-address is blank, fall back to
+  `Account.Username` (current behaviour). No migration/backfill of existing
+  accounts required; they keep working unchanged.
+
+## Design
+
+### 1. Data model
+
+Add `FromAddress string` to `store.Account` and a `from_address TEXT` column to
+the `accounts` table. **Not encrypted** — it is not a secret (it appears in
+every outgoing header), so it is stored as plaintext like `username`.
+
+### 2. Fallback in one place
+
+Add a method so the fallback rule lives in exactly one spot:
+
+```go
+// SendFrom returns the From identity for outgoing mail, falling back to the
+// login username when no explicit from-address is configured.
+func (a Account) SendFrom() string {
+	if a.FromAddress != "" {
+		return a.FromAddress
+	}
+	return a.Username
+}
+```
+
+`internal/cli/send.go` changes `From: acc.Username` → `From: acc.SendFrom()`.
+
+### 3. Envelope sender vs header From
+
+A display-name From breaks the SMTP envelope: `c.SendMail("Steve <me@…>", …)`
+is invalid — the envelope sender must be the **bare** address.
+
+- `mail.BuildMIME` keeps using the full `m.From` for the `From:` header
+  (go-message renders `Name <addr>` correctly via `SetAddressList`).
+- `mail.SendSMTP` derives the envelope sender as the bare address:
+  `gomail.ParseAddress(m.From).Address`. If parsing fails, fall back to the raw
+  `m.From` (preserves today's behaviour for plain addresses).
+
+Header carries the display name; envelope carries the bare address.
+
+### 4. Migration
+
+The schema is v1, applied via `CREATE TABLE … IF NOT EXISTS`, which will not add
+a column to an existing DB, and there is no migration runner yet.
+
+- Add the `from_address` column to the `CREATE TABLE accounts` statement (new
+  DBs get it directly).
+- In `store.Open`, after applying the schema, run a version-gated migration: if
+  the stored `schema_version` is `< 2`, execute
+  `ALTER TABLE accounts ADD COLUMN from_address TEXT` and set `schema_version`
+  to `2`.
+- Bump the `schemaVersion` constant to `2`.
+
+SQLite `ALTER TABLE … ADD COLUMN` is cheap and safe. The migration is
+idempotent under the version gate.
+
+### 5. Inputs & validation
+
+- **CLI:** add a `--from` flag to `account add` and `account edit`. On `edit`,
+  follow the existing `fs.Visit` overlay pattern (only set when the flag was
+  passed).
+- **TUI:** add a `FromAddress` field to `tui.Fields`, a `fieldDef`
+  (`{key: "from_address", label: "From address (optional)"}`), and wire it
+  through `ToAccount`, `FieldsFromAccount`, `fieldValue`, and `collect`.
+- **Validation:** when the from-address is non-empty, reject it unless
+  `gomail.ParseAddress` accepts it (covers bare and display-name forms). A
+  blank from-address is always valid (→ fallback). Applied in
+  `Fields.Validate` and on the `account add`/`edit` flag path.
+- **Persistence:** thread `from_address` through `AddAccount`, `UpdateAccount`,
+  `scanAccount`, and the three `SELECT` column lists in
+  `internal/store/account.go`. Stored via `nullStr` (blank → NULL).
+
+### 6. Tests
+
+- `SendFrom()`: returns the from-address when set; returns username when blank.
+- `SendSMTP` envelope: when From is `Name <addr>`, the envelope sender passed to
+  the server is the bare `addr` (table test on the extraction helper).
+- Migration: open a v1 DB with no `from_address` column → column is added,
+  `schema_version` becomes 2, and an existing account still sends from its
+  username.
+- `Fields.Validate`: rejects a malformed from-address; accepts bare and
+  display-name forms; accepts blank.
+- Round-trip: `FieldsFromAccount` then `ToAccount` preserves `FromAddress`.
+
+## Out of scope (YAGNI)
+
+- Separate envelope-from override field (derive it from From instead).
+- Per-message From override at send time.
+- Multiple aliases per account.
@@ -0,0 +1,201 @@
+# emcli — Human-facing CLI grammar redesign
+
+Date: 2026-06-27
+Status: Approved (design)
+
+## Problem
+
+`emcli` was designed flag-first for AI agents — explicit, stable, machine-parseable. The
+human-facing **admin** commands inherited that flag-heavy grammar, and the result is inconsistent
+and error-prone for a person at a terminal. The "main noun" of each command is sometimes
+positional, sometimes a flag:
+
+| Command (today) | Names its target via |
+|---|---|
+| `config set audit_retention_days 90` | positional key + value |
+| `account remove --name bobby --yes` | flag |
+| `whitelist in add --account bobby --address x@y` | flags (×2) |
+| `audit list --account bobby` | flag |
+
+A human has no rule to remember. The concrete failure that triggered this work:
+
+```
+emcli whitelist in add --account bobby "Tk555@protonmail.com"
+```
+
+Go's `flag` parser read `--account bobby`, treated `"Tk555@protonmail.com"` as an ignored leftover
+positional, and `--address` defaulted to `""`. `AddWhitelist` then ran
+`INSERT OR IGNORE ... VALUES(id, "")` — silently inserting a blank whitelist row. No error, no
+validation.
+
+## Goals
+
+- One consistent, predictable grammar for all human-facing (admin) commands.
+- Eliminate the silently-ignored-input and empty-operand bug classes.
+- Improve discoverability (`config list`, `account show`) and onboarding (whitelists fully
+  decoupled from account creation).
+- Keep the agent JSON command surface (`list`/`get`/`search`/`ack`/`send`) **frozen**.
+
+## Non-goals
+
+- No change to agent JSON commands' flags, output, or behavior.
+- No change to the encryption/key model, store schema semantics, or policy engine logic.
+- No unrelated refactoring.
+
+## Unifying grammar
+
+> **`emcli <group> <verb> <operands…> [--flags]`**
+>
+> Primary targets — account name, address(es), config key/value — are **positional**.
+> Flags carry only options/modifiers (`--in`/`--out`, `--yes`, `--limit`, account field values
+> like `--imap-host`).
+
+Two cross-cutting safety rules enforced everywhere:
+
+1. **No silently-ignored input.** Any leftover positional argument beyond what a command expects
+   is an error (`unexpected argument "x"`). This alone prevents the triggering bug.
+2. **No empty primary operands.** Empty account / address / key is rejected with a clear message.
+
+### Verb aliases
+
+Applied at the verb position for every group (and the top-level command position, additively):
+
+- `remove` = `rm` = `del`
+- `list` = `ls`
+
+Implemented as a single `normalizeVerb(string) string` map applied before the verb `switch`.
+
+## Command surface (after)
+
+### account
+| Command | Notes |
+|---|---|
+| `account add [name] [--imap-host … --username … …]` | `name` positional. No flags → interactive TUI form (unchanged). **`--whitelist-in`/`--whitelist-out` removed** (see Whitelist decoupling). `--process-backlog` kept. |
+| `account edit <name> [--flags]` | `name` positional; only `name` → interactive form prefilled. **`--whitelist-in`/`--whitelist-out` removed.** |
+| `account remove <name> [--yes]` | `name` positional. On a TTY, prompt `Remove account "bobby"? [y/N]`; non-TTY (piped) requires `--yes`. Aliases: `rm`, `del`. |
+| `account show <name>` | **New.** Human-readable detail: mode (RO/RW), IMAP host/port/security, SMTP host/port/security, send-from address, subject regex, inbound/outbound whitelist enabled state. Never prints the password. |
+| `account list` | Unchanged table. Alias: `ls`. |
+
+### whitelist
+Direction is a **required** `--in` / `--out` flag (error if neither given — no wrong-list default).
+Whitelist management is fully self-contained in this group (enable/disable moved here from
+`account edit`).
+
+| Command | Notes |
+|---|---|
+| `whitelist add <account> <addr…> --in\|--out` | One or more addresses, each validated (see Address validation). Aliases for verb: n/a. |
+| `whitelist remove <account> <addr…> --in\|--out` | One or more addresses. Aliases: `rm`, `del`. |
+| `whitelist list <account> --in\|--out` | Header line shows `ENABLED`/`DISABLED`. Alias: `ls`. |
+| `whitelist enable <account> --in\|--out` | **New.** If the list is empty, print a warning: `warning: inbound whitelist for "bobby" is empty — this blocks ALL inbound mail until you add addresses`. Still enables (explicit user action). |
+| `whitelist disable <account> --in\|--out` | **New.** |
+
+### config
+A known-key **settings registry** backs validation and discovery. Each entry: `key`,
+`description`, and a `validate(value) error`.
+
+| Command | Notes |
+|---|---|
+| `config list` | **New.** Table: `KEY  VALUE  DESCRIPTION`. Lists every registered key, its current value (or `(unset)`), and description. Alias: `ls`. |
+| `config get <key>` | Rejects unknown key. |
+| `config set <key> <value>` | Rejects unknown key (`unknown setting "foo" (see: emcli config list)`); runs the key's validator. |
+
+Initial registry: `audit_retention_days` (description "Days to keep audit-log entries"; validator:
+integer ≥ 0 — same rule as today).
+
+### audit
+| Command | Notes |
+|---|---|
+| `audit list [account] [--limit N]` | `account` positional (optional; omitted = all accounts). `--limit` stays a flag (it's a modifier). Alias: `ls`. |
+
+### doctor (exception — dual-use)
+`doctor` is agent-runnable (`RoleAgent`) and the agentic manual documents `emcli doctor --account
+gmail`. To avoid breaking documented agent usage while still giving humans the positional form, it
+accepts **both**:
+
+| Command | Notes |
+|---|---|
+| `doctor [account]` | Positional account (human shorthand). |
+| `doctor --account <name>` | Retained for agent/script compatibility. If both a positional and `--account` are given and they differ, that's an error. |
+
+### Frozen (untouched)
+`list`, `get`, `search`, `ack`, `send` — `--account`/`--folder`/`--uid…` flags, JSON envelope
+output. **Intentional split**, documented in help: agent commands are flag-driven for parse
+stability; human admin commands are positional. `init`, `version`, `help` unchanged (except `init`
+no longer references whitelists).
+
+## Whitelist decoupling from onboarding
+
+Verified against the code: `WhitelistInEnabled`/`WhitelistOutEnabled` are stored per-account
+booleans, default `false`, read fresh on every command via `Deps.setup` (which rebuilds
+`policy.InboundRule` each call) and `SendCmd`. `policy.InboundRule.Allows` / `OutboundRule.Check`
+only consult them at evaluation time. Nothing in account creation, `init`, or the policy engine
+needs them set at creation time, and toggling them later takes effect on the next command.
+
+Therefore: remove `--whitelist-in` / `--whitelist-out` from `account add`, from `init`'s flow, and
+from the interactive TUI account form (the `Whitelist inbound`/`Whitelist outbound` toggles in
+`internal/tui/account.go`) entirely — leaving them in the form would contradict the decoupling and
+re-expose the empty-enabled-whitelist footgun. Accounts are created with whitelists off; the user
+sets them up afterward:
+
+```
+emcli whitelist add bobby alice@example.com bob@example.com --in
+emcli whitelist enable bobby --in
+```
+
+Default (whitelist off) is the existing permissive default; RO/RW mode and subject regex still
+apply regardless.
+
+## Address validation
+
+`whitelist add` / `whitelist remove` validate each address argument before touching the store.
+Accepted shapes:
+
+- A full address: `local@domain` (non-empty local part, a domain with at least one dot).
+- A domain wildcard: `@domain` (leading `@`, domain with at least one dot).
+
+Anything else (empty, no `@`, no domain) is rejected: `invalid address "x": expected
+local@domain or @domain`. Validation lives in a small reusable helper so `add` and `remove` share
+it. (Addresses are still lowercased on store as today.)
+
+## Error & output conventions (unchanged where already good)
+
+- Usage/errors → stderr; successful human output → stdout.
+- Exit codes: `0` success, `1` runtime error, `2` usage error (preserved).
+- Admin commands remain human-readable (never JSON). `account list` for an agent (agent key only)
+  still emits the reduced JSON view — unchanged.
+
+## Implementation surface
+
+- `internal/cli/admin.go` — rewrite arg parsing for `account`, `whitelist`, `config`, `audit` to
+  the positional grammar; add `account show`, `whitelist enable/disable`, `config list`; add the
+  leftover-positional and empty-operand guards; wire `normalizeVerb`.
+- `internal/cli/run.go` — `doctor` accepts positional + `--account`; routing unchanged otherwise.
+- `internal/cli/interactive.go` (`runInit`) — drop whitelist references.
+- `internal/tui/account.go` — remove the `WhitelistIn`/`WhitelistOut` form fields, their rows,
+  and their render/parse/`ToAccount`/`FieldsFromAccount` handling (new accounts are created with
+  whitelists off; managed via the `whitelist` group thereafter).
+- `internal/cli/help.go` — rewrite admin synopses to the new grammar; document the
+  agent-vs-human positional/flag split; list aliases.
+- New: settings registry (small map + validators) — location `internal/cli` (e.g.
+  `config_registry.go`) unless it needs store access, in which case `internal/store`.
+- New: address validator helper (e.g. `internal/cli` or `internal/policy`, near existing address
+  matching).
+- `internal/store` — add `SetWhitelistEnabled(account, dir, bool)` (or equivalent) if not already
+  expressible via existing account update; `account show` reads existing getters.
+- TTY detection helper for `account remove` confirmation (e.g. `term.IsTerminal` on stdin fd).
+- Docs: `USER-MANUAL.md`, `skills/emcli/AGENTIC-MANUAL.md` (the `doctor --account` example stays
+  valid; verify wording), `README.md` getting-started (no whitelist at init).
+- Tests: `admin_test.go`, `run_test.go`, plus new tests for aliases, leftover-arg rejection,
+  empty-operand rejection, address validation, `config list`/unknown-key, `whitelist
+  enable/disable` (incl. empty-list warning), `account show`, and `account remove` confirm path.
+
+## What breaks (accepted)
+
+Every current admin invocation using `--account` / `--name` / `--address` on `account`,
+`whitelist`, `config` (positional already), `audit`, plus `account edit --whitelist-in/out` and
+`account add --whitelist-in/out`. The agent path (skill + installer drive only the frozen JSON
+commands; `doctor --account` retained) is unaffected.
+
+## Open questions
+
+None outstanding — all design forks resolved with the user.
@@ -10,6 +10,7 @@ require (
 	github.com/emersion/go-message v0.18.2
 	github.com/emersion/go-sasl v0.0.0-20241020182733-b788ff22d5a6
 	github.com/emersion/go-smtp v0.24.0
+	github.com/mattn/go-isatty v0.0.20
 	modernc.org/sqlite v1.53.0
 )

@@ -27,7 +28,6 @@ require (
 	github.com/erikgeiser/coninput v0.0.0-20211004153227-1c3628e74d0f // indirect
 	github.com/google/uuid v1.6.0 // indirect
 	github.com/lucasb-eyer/go-colorful v1.3.0 // indirect
-	github.com/mattn/go-isatty v0.0.20 // indirect
 	github.com/mattn/go-localereader v0.0.1 // indirect
 	github.com/mattn/go-runewidth v0.0.19 // indirect
 	github.com/muesli/ansi v0.0.0-20230316100256-276c6243b2f6 // indirect
@@ -0,0 +1,85 @@
+package cli
+
+import (
+	"encoding/json"
+	"strings"
+	"testing"
+)
+
+// With only EMCLI_KEY set, `account list` emits the reduced JSON envelope:
+// name/from/can_send, and never the IMAP host or login username.
+func TestAccountListAgentJSONView(t *testing.T) {
+	adminEnv(t) // both keys + initialized temp DB
+	run(t, "account", "add", "work", "--mode", "RW",
+		"--imap-host", "imap.example.com", "--smtp-host", "smtp.example.com",
+		"--username", "login@example.com", "--from", "me@example.com")
+	run(t, "account", "add", "alerts", "--mode", "RO",
+		"--imap-host", "imap.example.com", "--username", "alerts@example.com")
+
+	// Drop the admin key → caller is an agent.
+	t.Setenv("EMCLI_ADMIN_KEY", "")
+	code, out, errOut := run(t, "account", "list")
+	if code != 0 {
+		t.Fatalf("agent account list should succeed: code=%d err=%q", code, errOut)
+	}
+
+	var env struct {
+		Error bool `json:"error"`
+		Data  struct {
+			Accounts []struct {
+				Name    string `json:"name"`
+				From    string `json:"from"`
+				CanSend bool   `json:"can_send"`
+			} `json:"accounts"`
+		} `json:"data"`
+	}
+	if err := json.Unmarshal([]byte(out), &env); err != nil {
+		t.Fatalf("output is not the agent envelope: %v\n%s", err, out)
+	}
+	if env.Error || len(env.Data.Accounts) != 2 {
+		t.Fatalf("want 2 accounts and no error, got %+v", env)
+	}
+	// The reduced view must not leak the IMAP host or the login username.
+	if strings.Contains(out, "imap.example.com") || strings.Contains(out, "login@example.com") {
+		t.Fatalf("agent view leaked host/username:\n%s", out)
+	}
+
+	got := map[string]struct {
+		from    string
+		canSend bool
+	}{}
+	for _, a := range env.Data.Accounts {
+		got[a.Name] = struct {
+			from    string
+			canSend bool
+		}{a.From, a.CanSend}
+	}
+	if g := got["work"]; g.from != "me@example.com" || !g.canSend {
+		t.Errorf("work: want from=me@example.com can_send=true, got %+v", g)
+	}
+	// alerts has no --from → SendFrom() falls back to the username.
+	if g := got["alerts"]; g.from != "alerts@example.com" || g.canSend {
+		t.Errorf("alerts: want from=alerts@example.com can_send=false, got %+v", g)
+	}
+}
+
+// With the admin key present, `account list` stays the full human-readable table.
+func TestAccountListAdminTextView(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "work", "--mode", "RW",
+		"--imap-host", "imap.example.com", "--smtp-host", "smtp.example.com",
+		"--username", "login@example.com", "--from", "me@example.com")
+
+	code, out, _ := run(t, "account", "list")
+	if code != 0 {
+		t.Fatalf("admin account list failed: code=%d", code)
+	}
+	for _, want := range []string{"NAME", "MODE", "IMAP", "USER", "imap.example.com:993", "login@example.com"} {
+		if !strings.Contains(out, want) {
+			t.Fatalf("admin view missing %q:\n%s", want, out)
+		}
+	}
+	if strings.Contains(out, `"accounts"`) {
+		t.Fatalf("admin view should be text, not JSON:\n%s", out)
+	}
+}
@@ -0,0 +1,52 @@
+package cli
+
+import (
+	"fmt"
+	"io"
+
+	"git.dcglab.co.uk/steve/emcli/internal/store"
+)
+
+// accountShow renders one account's configuration. The password is never shown.
+func accountShow(st *store.Store, rest []string, out, errOut io.Writer) int {
+	if len(rest) == 0 {
+		fmt.Fprintln(errOut, "usage: emcli account show <name>")
+		return 2
+	}
+	if len(rest) > 1 {
+		fmt.Fprintf(errOut, "unexpected argument %q\n", rest[1])
+		return 2
+	}
+	a, err := st.GetAccount(rest[0])
+	if err != nil {
+		fmt.Fprintf(errOut, "show: %v\n", err)
+		return 1
+	}
+	onOff := func(b bool) string {
+		if b {
+			return "enabled"
+		}
+		return "disabled"
+	}
+	smtp := "-"
+	if a.SMTPHost != "" {
+		smtp = fmt.Sprintf("%s:%d (%s)", a.SMTPHost, a.SMTPPort, a.SMTPSecurity)
+	}
+	subj := a.SubjectRegex
+	if subj == "" {
+		subj = "(none)"
+	}
+	// Labels padded to the width of the longest ("outbound whitelist:") so
+	// every value aligns in one column.
+	const lbl = "%-19s %s\n"
+	fmt.Fprintf(out, lbl, "name:", a.Name)
+	fmt.Fprintf(out, lbl, "mode:", a.Mode)
+	fmt.Fprintf(out, lbl, "imap:", fmt.Sprintf("%s:%d (%s)", a.IMAPHost, a.IMAPPort, a.IMAPSecurity))
+	fmt.Fprintf(out, lbl, "smtp:", smtp)
+	fmt.Fprintf(out, lbl, "username:", a.Username)
+	fmt.Fprintf(out, lbl, "send-from:", a.SendFrom())
+	fmt.Fprintf(out, lbl, "subject filter:", subj)
+	fmt.Fprintf(out, lbl, "inbound whitelist:", onOff(a.WhitelistInEnabled))
+	fmt.Fprintf(out, lbl, "outbound whitelist:", onOff(a.WhitelistOutEnabled))
+	return 0
+}
@@ -0,0 +1,36 @@
+package cli
+
+import (
+	"strings"
+	"testing"
+)
+
+func TestAccountShow(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "shown", "--mode", "RW",
+		"--imap-host", "imap.x.com", "--imap-port", "993",
+		"--smtp-host", "smtp.x.com", "--smtp-port", "465",
+		"--username", "u@x.com", "--password", "secret", "--from", "me@x.com")
+	code, out, _ := run(t, "account", "show", "shown")
+	if code != 0 {
+		t.Fatalf("show exit=%d", code)
+	}
+	for _, want := range []string{"shown", "RW", "imap.x.com:993", "smtp.x.com:465", "u@x.com", "me@x.com"} {
+		if !strings.Contains(out, want) {
+			t.Fatalf("show missing %q:\n%s", want, out)
+		}
+	}
+	if strings.Contains(out, "secret") {
+		t.Fatalf("show must never print the password:\n%s", out)
+	}
+}
+
+func TestAccountShowMissingName(t *testing.T) {
+	adminEnv(t)
+	if code, _, _ := run(t, "account", "show"); code != 2 {
+		t.Fatal("show without a name must be a usage error")
+	}
+	if code, _, _ := run(t, "account", "show", "nope"); code == 0 {
+		t.Fatal("show of a missing account must be non-zero")
+	}
+}
@@ -1,41 +1,66 @@
 package cli

 import (
+	"bufio"
 	"flag"
 	"fmt"
 	"io"
-	"strconv"
+	"os"
+	"strings"

+	"github.com/mattn/go-isatty"
+
+	"git.dcglab.co.uk/steve/emcli/internal/crypto"
+	"git.dcglab.co.uk/steve/emcli/internal/policy"
 	"git.dcglab.co.uk/steve/emcli/internal/store"
 	"git.dcglab.co.uk/steve/emcli/internal/tui"
 )

-// runAccount handles `account add|list`. Human-readable output (never JSON).
+// confirmRemoval prompts on a TTY for a y/N answer. Non-TTY callers never reach
+// here (the caller requires --yes when stdin is not a terminal).
+func confirmRemoval(name string, out io.Writer) bool {
+	fmt.Fprintf(out, "Remove account %q? [y/N]: ", name)
+	line, _ := bufio.NewReader(os.Stdin).ReadString('\n')
+	line = strings.ToLower(strings.TrimSpace(line))
+	return line == "y" || line == "yes"
+}
+
+// runAccount handles `account <add|edit|remove|show|list>`. Human-readable
+// output (except the agent-only reduced-JSON branch of `list`).
 func runAccount(args []string, role store.Role, out, errOut io.Writer) int {
 	if len(args) == 0 || helpRequested(args[0]) {
 		printCmdUsage(out, "account")
-		fmt.Fprintln(out, "\nSubcommands: add, edit, remove, list")
+		fmt.Fprintln(out, "\nSubcommands: add, edit, remove, show, list")
 		if len(args) > 0 {
-			return 0 // explicit --help
+			return 0
 		}
 		return 2
 	}
-	sub, rest := args[0], args[1:]
+	sub := normalizeVerb(args[0])
+	rest := args[1:]
 	st, err := openStore(role)
 	if err != nil {
+		if sub == "list" {
+			_ = Failure(CodeConfig, err.Error()).Write(out)
+		} else {
 			fmt.Fprintf(errOut, "emcli: %v\n", err)
+		}
 		return 1
 	}
 	defer st.Close()

 	switch sub {
 	case "add":
-		if len(rest) == 0 { // no flags → interactive TUI form
+		if len(rest) == 0 { // no args → interactive TUI form
 			return addInteractive(st, tui.Fields{}, out, errOut)
 		}
+		// Peel a leading positional name (if present) before flag parsing.
+		var name string
+		if !strings.HasPrefix(rest[0], "-") {
+			name, rest = rest[0], rest[1:]
+		}
 		fs := flag.NewFlagSet("account add", flag.ContinueOnError)
 		fs.SetOutput(errOut)
-		name := fs.String("name", "", "account name")
 		mode := fs.String("mode", "RO", "RO|RW")
 		host := fs.String("imap-host", "", "IMAP host")
 		port := fs.Int("imap-port", 993, "IMAP port")
@@ -45,37 +70,50 @@ func runAccount(args []string, role store.Role, out, errOut io.Writer) int {
 		smtpSec := fs.String("smtp-security", "tls", "tls|starttls")
 		user := fs.String("username", "", "login username")
 		pass := fs.String("password", "", "login password")
+		from := fs.String("from", "", "send-as address (blank = use username)")
 		subj := fs.String("subject-regex", "", "inbound subject filter")
-		wlIn := fs.Bool("whitelist-in", false, "enable inbound whitelist")
-		wlOut := fs.Bool("whitelist-out", false, "enable outbound whitelist")
 		backlog := fs.Bool("process-backlog", false, "treat existing mail as new")
 		if err := fs.Parse(rest); err != nil {
 			return 2
 		}
-		if *name == "" || *host == "" || *user == "" {
-			fmt.Fprintln(errOut, "name, imap-host, and username are required")
+		if fs.NArg() > 0 {
+			fmt.Fprintf(errOut, "unexpected argument %q\n", fs.Arg(0))
+			return 2
+		}
+		if name == "" || *host == "" || *user == "" {
+			fmt.Fprintln(errOut, "name, --imap-host, and --username are required")
+			return 2
+		}
+		if err := tui.ValidFromAddress(*from); err != nil {
+			fmt.Fprintln(errOut, err)
 			return 2
 		}
 		acc := store.Account{
-			Name: *name, Mode: *mode, IMAPHost: *host, IMAPPort: *port, IMAPSecurity: *sec,
+			Name: name, Mode: *mode, IMAPHost: *host, IMAPPort: *port, IMAPSecurity: *sec,
 			AuthType: "password", Username: *user, Password: *pass,
-			SubjectRegex: *subj, WhitelistInEnabled: *wlIn, WhitelistOutEnabled: *wlOut,
-			ProcessBacklog: *backlog,
+			FromAddress: *from, SubjectRegex: *subj, ProcessBacklog: *backlog,
 		}
 		if *mode == "RW" {
 			acc.SMTPHost, acc.SMTPPort, acc.SMTPSecurity = *smtpHost, *smtpPort, *smtpSec
 		}
-		_, err := st.AddAccount(acc)
-		if err != nil {
+		if _, err := st.AddAccount(acc); err != nil {
 			fmt.Fprintf(errOut, "add account: %v\n", err)
 			return 1
 		}
-		fmt.Fprintf(out, "account %q added (%s)\n", *name, *mode)
+		fmt.Fprintf(out, "account %q added (%s)\n", name, *mode)
 		return 0
 	case "edit":
+		if len(rest) == 0 || strings.HasPrefix(rest[0], "-") {
+			fmt.Fprintln(errOut, "usage: emcli account edit <name> [flags]")
+			return 2
+		}
+		name := rest[0]
+		flagArgs := rest[1:]
+		if len(flagArgs) == 0 { // only name → interactive prefilled form
+			return editInteractive(st, name, out, errOut)
+		}
 		fs := flag.NewFlagSet("account edit", flag.ContinueOnError)
 		fs.SetOutput(errOut)
-		name := fs.String("name", "", "account name (required)")
 		mode := fs.String("mode", "", "RO|RW")
 		host := fs.String("imap-host", "", "IMAP host")
 		port := fs.Int("imap-port", 0, "IMAP port")
@@ -85,23 +123,24 @@ func runAccount(args []string, role store.Role, out, errOut io.Writer) int {
 		smtpSec := fs.String("smtp-security", "", "tls|starttls")
 		user := fs.String("username", "", "login username")
 		pass := fs.String("password", "", "login password (blank keeps existing)")
+		from := fs.String("from", "", "send-as address (empty reverts to username)")
 		subj := fs.String("subject-regex", "", "inbound subject filter")
-		if err := fs.Parse(rest); err != nil {
+		if err := fs.Parse(flagArgs); err != nil {
 			return 2
 		}
-		if *name == "" {
-			fmt.Fprintln(errOut, "--name is required")
+		if fs.NArg() > 0 {
+			fmt.Fprintf(errOut, "unexpected argument %q\n", fs.Arg(0))
 			return 2
 		}
-		if fs.NFlag() == 1 { // only --name → interactive TUI form, prefilled
-			return editInteractive(st, *name, out, errOut)
+		if err := tui.ValidFromAddress(*from); err != nil {
+			fmt.Fprintln(errOut, err)
+			return 2
 		}
-		acc, err := st.GetAccount(*name)
+		acc, err := st.GetAccount(name)
 		if err != nil {
 			fmt.Fprintf(errOut, "edit: %v\n", err)
 			return 1
 		}
-		// Overlay only the flags the user actually set.
 		fs.Visit(func(f *flag.Flag) {
 			switch f.Name {
 			case "mode":
@@ -122,47 +161,82 @@ func runAccount(args []string, role store.Role, out, errOut io.Writer) int {
 				acc.Username = *user
 			case "password":
 				acc.Password = *pass
+			case "from":
+				acc.FromAddress = *from
 			case "subject-regex":
 				acc.SubjectRegex = *subj
 			}
 		})
-		// acc.Password holds the existing (decrypted) password from GetAccount; the
-		// Visit above overwrites it only when --password was passed. UpdateAccount
-		// re-seals whatever non-empty value is present, so the password is preserved.
+		// GetAccount loaded the existing decrypted password into acc; fs.Visit
+		// overwrites acc.Password only when --password was passed; UpdateAccount
+		// re-seals whatever non-empty password is present, so omitting --password
+		// on edit preserves the existing password unchanged.
 		if err := st.UpdateAccount(acc); err != nil {
 			fmt.Fprintf(errOut, "edit: %v\n", err)
 			return 1
 		}
-		fmt.Fprintf(out, "account %q updated\n", *name)
+		fmt.Fprintf(out, "account %q updated\n", name)
 		return 0
 	case "remove":
-		fs := flag.NewFlagSet("account remove", flag.ContinueOnError)
-		fs.SetOutput(errOut)
-		name := fs.String("name", "", "account name (required)")
-		yes := fs.Bool("yes", false, "skip confirmation")
-		if err := fs.Parse(rest); err != nil {
+		if len(rest) == 0 || strings.HasPrefix(rest[0], "-") {
+			fmt.Fprintln(errOut, "usage: emcli account remove <name> [--yes]")
 			return 2
 		}
-		if *name == "" {
-			fmt.Fprintln(errOut, "--name is required")
+		name := rest[0]
+		fs := flag.NewFlagSet("account remove", flag.ContinueOnError)
+		fs.SetOutput(errOut)
+		yes := fs.Bool("yes", false, "skip confirmation")
+		if err := fs.Parse(rest[1:]); err != nil {
+			return 2
+		}
+		if fs.NArg() > 0 {
+			fmt.Fprintf(errOut, "unexpected argument %q\n", fs.Arg(0))
 			return 2
 		}
 		if !*yes {
-			fmt.Fprintf(errOut, "refusing to remove %q without --yes\n", *name)
+			if !isatty.IsTerminal(os.Stdin.Fd()) {
+				fmt.Fprintf(errOut, "refusing to remove %q without --yes (no terminal for confirmation)\n", name)
 				return 2
 			}
-		if err := st.DeleteAccount(*name); err != nil {
+			if !confirmRemoval(name, out) {
+				fmt.Fprintln(out, "aborted")
+				return 1
+			}
+		}
+		if err := st.DeleteAccount(name); err != nil {
 			fmt.Fprintf(errOut, "remove: %v\n", err)
 			return 1
 		}
-		fmt.Fprintf(out, "account %q removed\n", *name)
+		fmt.Fprintf(out, "account %q removed\n", name)
 		return 0
+	case "show":
+		return accountShow(st, rest, out, errOut)
 	case "list":
+		if len(rest) > 0 {
+			fmt.Fprintf(errOut, "unexpected argument %q\n", rest[0])
+			return 2
+		}
+		_, adminErr := crypto.AdminKeyFromEnv()
+		isAdmin := adminErr == nil
 		accs, err := st.ListAccounts()
 		if err != nil {
+			if isAdmin {
 				fmt.Fprintf(errOut, "list: %v\n", err)
+			} else {
+				_ = Failure(CodeDB, err.Error()).Write(out)
+			}
 			return 1
 		}
+		if !isAdmin {
+			items := make([]map[string]any, 0, len(accs))
+			for _, a := range accs {
+				items = append(items, map[string]any{
+					"name": a.Name, "from": a.SendFrom(), "can_send": a.Mode == "RW",
+				})
+			}
+			_ = Success(map[string]any{"accounts": items}).Write(out)
+			return 0
+		}
 		fmt.Fprintf(out, "%-16s %-4s %-28s %s\n", "NAME", "MODE", "IMAP", "USER")
 		for _, a := range accs {
 			fmt.Fprintf(out, "%-16s %-4s %-28s %s\n",
@@ -170,7 +244,7 @@ func runAccount(args []string, role store.Role, out, errOut io.Writer) int {
 		}
 		return 0
 	default:
-		fmt.Fprintf(errOut, "unknown account subcommand %q\n", sub)
+		fmt.Fprintf(errOut, "unknown account subcommand %q (want add|edit|remove|show|list)\n", sub)
 		return 2
 	}
 }
@@ -190,7 +264,7 @@ func auditList(st *store.Store, account string, limit int, out io.Writer) error
 	return nil
 }

-// runConfig handles `config set <key> <value>` and `config get <key>`.
+// runConfig handles `config <list|get|set>` against the settings registry.
 func runConfig(args []string, role store.Role, out, errOut io.Writer) int {
 	if len(args) == 0 || helpRequested(args[0]) {
 		printCmdUsage(out, "config")
@@ -199,11 +273,8 @@ func runConfig(args []string, role store.Role, out, errOut io.Writer) int {
 		}
 		return 2
 	}
-	if len(args) < 2 {
-		fmt.Fprintln(errOut, "usage: emcli config <set|get> <key> [value]")
-		return 2
-	}
-	sub, key := args[0], args[1]
+	sub := normalizeVerb(args[0])
+	rest := args[1:]
 	st, err := openStore(role)
 	if err != nil {
 		fmt.Fprintf(errOut, "emcli: %v\n", err)
@@ -212,16 +283,51 @@ func runConfig(args []string, role store.Role, out, errOut io.Writer) int {
 	defer st.Close()

 	switch sub {
+	case "list":
+		if len(rest) > 0 {
+			fmt.Fprintf(errOut, "unexpected argument %q\n", rest[0])
+			return 2
+		}
+		fmt.Fprintf(out, "%-22s %-8s %s\n", "KEY", "VALUE", "DESCRIPTION")
+		for _, k := range settingKeys() {
+			v, err := st.GetSetting(k)
+			if err != nil {
+				v = "(unset)"
+			}
+			fmt.Fprintf(out, "%-22s %-8s %s\n", k, v, settingsRegistry[k].desc)
+		}
+		return 0
+	case "get":
+		if len(rest) != 1 {
+			fmt.Fprintln(errOut, "usage: emcli config get <key>")
+			return 2
+		}
+		key := rest[0]
+		if _, ok := settingsRegistry[key]; !ok {
+			fmt.Fprintf(errOut, "unknown setting %q (see: emcli config list)\n", key)
+			return 2
+		}
+		v, err := st.GetSetting(key)
+		if err != nil {
+			fmt.Fprintf(errOut, "config get: %s not set\n", key)
+			return 1
+		}
+		fmt.Fprintf(out, "%s = %s\n", key, v)
+		return 0
 	case "set":
-		if len(args) < 3 {
+		if len(rest) != 2 {
 			fmt.Fprintln(errOut, "usage: emcli config set <key> <value>")
 			return 2
 		}
-		value := args[2]
-		if key == "audit_retention_days" {
-			n, err := strconv.Atoi(value)
-			if err != nil || n < 0 {
-				fmt.Fprintf(errOut, "audit_retention_days must be an integer >= 0, got %q\n", value)
+		key, value := rest[0], rest[1]
+		def, ok := settingsRegistry[key]
+		if !ok {
+			fmt.Fprintf(errOut, "unknown setting %q (see: emcli config list)\n", key)
+			return 2
+		}
+		if def.validate != nil {
+			if err := def.validate(value); err != nil {
+				fmt.Fprintf(errOut, "%s %v\n", key, err)
 				return 2
 			}
 		}
@@ -231,35 +337,36 @@ func runConfig(args []string, role store.Role, out, errOut io.Writer) int {
 		}
 		fmt.Fprintf(out, "%s = %s\n", key, value)
 		return 0
-	case "get":
-		v, err := st.GetSetting(key)
-		if err != nil {
-			fmt.Fprintf(errOut, "config get: %s not set\n", key)
-			return 1
-		}
-		fmt.Fprintf(out, "%s = %s\n", key, v)
-		return 0
 	default:
-		fmt.Fprintf(errOut, "unknown config subcommand %q\n", sub)
+		fmt.Fprintf(errOut, "unknown config subcommand %q (want list|get|set)\n", sub)
 		return 2
 	}
 }

-// runAudit handles `audit list [--account <name>] [--limit N]`.
+// runAudit handles `audit list [account] [--limit N]`.
 func runAudit(args []string, role store.Role, out, errOut io.Writer) int {
 	if len(args) > 0 && helpRequested(args[0]) {
 		printCmdUsage(out, "audit")
 		return 0
 	}
-	if len(args) == 0 || args[0] != "list" {
-		fmt.Fprintln(errOut, "usage: emcli audit list [--account <name>] [--limit N]")
+	if len(args) == 0 || normalizeVerb(args[0]) != "list" {
+		fmt.Fprintln(errOut, "usage: emcli audit list [account] [--limit N]")
 		return 2
 	}
+	// Peel an optional positional account before flag parsing.
+	rest := args[1:]
+	var account string
+	if len(rest) > 0 && !strings.HasPrefix(rest[0], "-") {
+		account, rest = rest[0], rest[1:]
+	}
 	fs := flag.NewFlagSet("audit list", flag.ContinueOnError)
 	fs.SetOutput(errOut)
-	account := fs.String("account", "", "filter by account")
 	limit := fs.Int("limit", 50, "max rows")
-	if err := fs.Parse(args[1:]); err != nil {
+	if err := fs.Parse(rest); err != nil {
+		return 2
+	}
+	if fs.NArg() > 0 {
+		fmt.Fprintf(errOut, "unexpected argument %q\n", fs.Arg(0))
 		return 2
 	}
 	st, err := openStore(role)
@@ -268,14 +375,23 @@ func runAudit(args []string, role store.Role, out, errOut io.Writer) int {
 		return 1
 	}
 	defer st.Close()
-	if err := auditList(st, *account, *limit, out); err != nil {
+	if err := auditList(st, account, *limit, out); err != nil {
 		fmt.Fprintf(errOut, "audit list: %v\n", err)
 		return 1
 	}
 	return 0
 }

-// runWhitelist handles `whitelist <in|out> add --account NAME --address A`.
+// flowName renders a direction for human-facing prose.
+func flowName(dir store.Direction) string {
+	if dir == store.DirOut {
+		return "outbound"
+	}
+	return "inbound"
+}
+
+// runWhitelist handles `whitelist <add|remove|list|enable|disable> <account>
+// [addr…] --in|--out`.
 func runWhitelist(args []string, role store.Role, out, errOut io.Writer) int {
 	if len(args) == 0 || helpRequested(args[0]) {
 		printCmdUsage(out, "whitelist")
@@ -284,23 +400,42 @@ func runWhitelist(args []string, role store.Role, out, errOut io.Writer) int {
 		}
 		return 2
 	}
-	if len(args) < 2 {
-		fmt.Fprintln(errOut, "usage: emcli whitelist <in|out> <add|remove|list> [flags]")
+	sub := normalizeVerb(args[0])
+	switch sub {
+	case "add", "remove", "list", "enable", "disable": // valid
+	default:
+		fmt.Fprintf(errOut, "unknown whitelist subcommand %q (want add|remove|list|enable|disable)\n", sub)
 		return 2
 	}
-	dir := store.Direction(args[0])
-	sub, rest := args[1], args[2:]
-	fs := flag.NewFlagSet("whitelist", flag.ContinueOnError)
-	fs.SetOutput(errOut)
-	account := fs.String("account", "", "account name")
-	address := fs.String("address", "", "email or @domain")
-	if err := fs.Parse(rest); err != nil {
+
+	// Split the remaining tokens into the direction flag and positionals.
+	var dir store.Direction
+	var dirSet bool
+	var pos []string
+	for _, a := range args[1:] {
+		switch a {
+		case "--in", "-in":
+			dir, dirSet = store.DirIn, true
+		case "--out", "-out":
+			dir, dirSet = store.DirOut, true
+		default:
+			if strings.HasPrefix(a, "-") {
+				fmt.Fprintf(errOut, "unknown flag %q (use --in or --out)\n", a)
 				return 2
 			}
-	if *account == "" {
-		fmt.Fprintln(errOut, "--account is required")
+			pos = append(pos, a)
+		}
+	}
+	if !dirSet {
+		fmt.Fprintln(errOut, "direction is required: pass --in or --out")
 		return 2
 	}
+	if len(pos) == 0 {
+		fmt.Fprintln(errOut, "account is required")
+		return 2
+	}
+	account, addrs := pos[0], pos[1:]
+
 	st, err := openStore(role)
 	if err != nil {
 		fmt.Fprintf(errOut, "emcli: %v\n", err)
@@ -309,30 +444,83 @@ func runWhitelist(args []string, role store.Role, out, errOut io.Writer) int {
 	defer st.Close()

 	switch sub {
-	case "add":
-		if err := st.AddWhitelist(*account, dir, *address); err != nil {
-			fmt.Fprintf(errOut, "add: %v\n", err)
+	case "add", "remove":
+		if len(addrs) == 0 {
+			fmt.Fprintln(errOut, "at least one address is required")
+			return 2
+		}
+		for _, addr := range addrs {
+			if err := policy.ValidWhitelistAddress(addr); err != nil {
+				fmt.Fprintln(errOut, err)
+				return 2
+			}
+		}
+		for _, addr := range addrs {
+			if sub == "add" {
+				err = st.AddWhitelist(account, dir, addr)
+			} else {
+				err = st.RemoveWhitelist(account, dir, addr)
+			}
+			if err != nil {
+				fmt.Fprintf(errOut, "%s: %v\n", sub, err)
 				return 1
 			}
-		fmt.Fprintf(out, "added %s to %s whitelist of %q\n", *address, dir, *account)
-	case "remove":
-		if err := st.RemoveWhitelist(*account, dir, *address); err != nil {
-			fmt.Fprintf(errOut, "remove: %v\n", err)
-			return 1
 		}
-		fmt.Fprintf(out, "removed %s\n", *address)
+		verb := "added"
+		if sub == "remove" {
+			verb = "removed"
+		}
+		fmt.Fprintf(out, "%s %d address(es) in the %s whitelist of %q\n", verb, len(addrs), dir, account)
+		return 0
 	case "list":
-		addrs, err := st.ListWhitelist(*account, dir)
+		if len(addrs) > 0 {
+			fmt.Fprintf(errOut, "unexpected argument %q\n", addrs[0])
+			return 2
+		}
+		acc, err := st.GetAccount(account)
 		if err != nil {
 			fmt.Fprintf(errOut, "list: %v\n", err)
 			return 1
 		}
-		for _, a := range addrs {
+		enabled := acc.WhitelistInEnabled
+		if dir == store.DirOut {
+			enabled = acc.WhitelistOutEnabled
+		}
+		state := "DISABLED"
+		if enabled {
+			state = "ENABLED"
+		}
+		entries, err := st.ListWhitelist(account, dir)
+		if err != nil {
+			fmt.Fprintf(errOut, "list: %v\n", err)
+			return 1
+		}
+		fmt.Fprintf(out, "%s whitelist of %q: %s\n", dir, account, state)
+		for _, a := range entries {
 			fmt.Fprintln(out, a)
 		}
-	default:
-		fmt.Fprintf(errOut, "unknown whitelist subcommand %q\n", sub)
+		return 0
+	case "enable", "disable":
+		if len(addrs) > 0 {
+			fmt.Fprintf(errOut, "unexpected argument %q\n", addrs[0])
 			return 2
 		}
+		enable := sub == "enable"
+		if enable {
+			if entries, _ := st.ListWhitelist(account, dir); len(entries) == 0 {
+				fmt.Fprintf(errOut, "warning: %s whitelist for %q is empty — this blocks ALL %s mail until you add addresses\n", dir, account, flowName(dir))
+			}
+		}
+		if err := st.SetWhitelistEnabled(account, dir, enable); err != nil {
+			fmt.Fprintf(errOut, "%s: %v\n", sub, err)
+			return 1
+		}
+		state := "disabled"
+		if enable {
+			state = "enabled"
+		}
+		fmt.Fprintf(out, "%s whitelist of %q %s\n", dir, account, state)
+		return 0
+	}
 	return 0
 }
@@ -52,18 +52,40 @@ func TestConfigSetGet(t *testing.T) {

 func TestConfigSetRejectsBadRetention(t *testing.T) {
 	adminEnv(t)
-	if code, _, _ := run(t, "config", "set", "audit_retention_days", "-5"); code == 0 {
-		t.Fatal("negative retention must be rejected")
+	if code, _, _ := run(t, "config", "set", "audit_retention_days", "-5"); code != 2 {
+		t.Fatal("negative retention must be a usage error")
 	}
-	if code, _, _ := run(t, "config", "set", "audit_retention_days", "abc"); code == 0 {
-		t.Fatal("non-integer retention must be rejected")
+	if code, _, _ := run(t, "config", "set", "audit_retention_days", "abc"); code != 2 {
+		t.Fatal("non-integer retention must be a usage error")
+	}
+}
+
+func TestConfigRejectsUnknownKey(t *testing.T) {
+	adminEnv(t)
+	if code, _, e := run(t, "config", "set", "bogus", "1"); code != 2 || !strings.Contains(e, "unknown setting") {
+		t.Fatalf("set unknown key: code=%d err=%q", code, e)
+	}
+	if code, _, e := run(t, "config", "get", "bogus"); code != 2 || !strings.Contains(e, "unknown setting") {
+		t.Fatalf("get unknown key: code=%d err=%q", code, e)
+	}
+}
+
+func TestConfigList(t *testing.T) {
+	adminEnv(t)
+	run(t, "config", "set", "audit_retention_days", "42")
+	code, out, _ := run(t, "config", "ls") // alias
+	if code != 0 {
+		t.Fatalf("config ls exit=%d", code)
+	}
+	if !strings.Contains(out, "audit_retention_days") || !strings.Contains(out, "42") || !strings.Contains(out, "KEY") {
+		t.Fatalf("config list output wrong:\n%s", out)
 	}
 }

 func TestAccountRemove(t *testing.T) {
 	adminEnv(t)
-	run(t, "account", "add", "--name", "gone", "--imap-host", "h", "--username", "u@x.com")
-	if code, _, e := run(t, "account", "remove", "--name", "gone", "--yes"); code != 0 {
+	run(t, "account", "add", "gone", "--imap-host", "h", "--username", "u@x.com")
+	if code, _, e := run(t, "account", "remove", "gone", "--yes"); code != 0 {
 		t.Fatalf("remove failed: %s", e)
 	}
 	_, out, _ := run(t, "account", "list")
@@ -74,17 +96,26 @@ func TestAccountRemove(t *testing.T) {

 func TestAccountRemoveMissing(t *testing.T) {
 	adminEnv(t)
-	if code, _, _ := run(t, "account", "remove", "--name", "nope", "--yes"); code == 0 {
+	if code, _, _ := run(t, "account", "remove", "nope", "--yes"); code == 0 {
 		t.Fatal("removing a missing account must be non-zero")
 	}
 }

+func TestAccountRemoveNoTTYNeedsYes(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "keep", "--imap-host", "h", "--username", "u@x.com")
+	// Under `go test`, stdin is not a TTY, so without --yes this must refuse.
+	code, _, errOut := run(t, "account", "remove", "keep")
+	if code != 2 || !strings.Contains(errOut, "--yes") {
+		t.Fatalf("non-TTY remove without --yes must refuse: code=%d err=%q", code, errOut)
+	}
+}
+
 func TestAccountEditPartialPreservesOtherFields(t *testing.T) {
 	db := adminEnv(t)
-	run(t, "account", "add", "--name", "ed", "--mode", "RO",
+	run(t, "account", "add", "ed", "--mode", "RO",
 		"--imap-host", "imap.x.com", "--username", "u@x.com", "--password", "orig")
-	// Edit only mode + add SMTP; imap-host, username, password must be preserved.
-	if code, _, e := run(t, "account", "edit", "--name", "ed", "--mode", "RW",
+	if code, _, e := run(t, "account", "edit", "ed", "--mode", "RW",
 		"--smtp-host", "smtp.x.com", "--smtp-port", "587", "--smtp-security", "starttls"); code != 0 {
 		t.Fatalf("edit failed: %s", e)
 	}
@@ -110,6 +141,67 @@ func TestAccountEditPartialPreservesOtherFields(t *testing.T) {
 	}
 }

+func TestWhitelistRequiresDirection(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "bobby", "--imap-host", "h", "--username", "u@x.com")
+	code, _, errOut := run(t, "whitelist", "add", "bobby", "a@x.com")
+	if code != 2 || !strings.Contains(errOut, "--in") || !strings.Contains(errOut, "--out") {
+		t.Fatalf("missing direction must name --in/--out: code=%d err=%q", code, errOut)
+	}
+}
+
+func TestWhitelistAddListRemove(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "bobby", "--imap-host", "h", "--username", "u@x.com")
+	if code, _, e := run(t, "whitelist", "add", "bobby", "a@x.com", "@y.com", "--out"); code != 0 {
+		t.Fatalf("add failed: %s", e)
+	}
+	code, out, _ := run(t, "whitelist", "list", "bobby", "--out")
+	if code != 0 || !strings.Contains(out, "a@x.com") || !strings.Contains(out, "@y.com") || !strings.Contains(out, "DISABLED") {
+		t.Fatalf("list wrong: code=%d out=%q", code, out)
+	}
+	if code, _, e := run(t, "whitelist", "rm", "bobby", "a@x.com", "--out"); code != 0 { // alias
+		t.Fatalf("rm failed: %s", e)
+	}
+	_, out, _ = run(t, "whitelist", "ls", "bobby", "--out") // alias
+	if strings.Contains(out, "a@x.com") {
+		t.Fatalf("address not removed:\n%s", out)
+	}
+}
+
+func TestWhitelistRejectsBadAddress(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "bobby", "--imap-host", "h", "--username", "u@x.com")
+	if code, _, e := run(t, "whitelist", "add", "bobby", "notanaddress", "--in"); code != 2 || !strings.Contains(e, "invalid address") {
+		t.Fatalf("bad address must be rejected: code=%d err=%q", code, e)
+	}
+	// The original bug: a missing address must not silently insert a blank row.
+	if code, _, _ := run(t, "whitelist", "add", "bobby", "--in"); code != 2 {
+		t.Fatal("add with no address must be a usage error")
+	}
+}
+
+func TestWhitelistEnableDisable(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "bobby", "--imap-host", "h", "--username", "u@x.com")
+	// Enabling an empty whitelist warns but succeeds.
+	code, _, errOut := run(t, "whitelist", "enable", "bobby", "--in")
+	if code != 0 || !strings.Contains(errOut, "empty") {
+		t.Fatalf("enable empty: code=%d err=%q", code, errOut)
+	}
+	_, out, _ := run(t, "whitelist", "list", "bobby", "--in")
+	if !strings.Contains(out, "ENABLED") {
+		t.Fatalf("expected ENABLED:\n%s", out)
+	}
+	if code, _, e := run(t, "whitelist", "disable", "bobby", "--in"); code != 0 {
+		t.Fatalf("disable failed: %s", e)
+	}
+	_, out, _ = run(t, "whitelist", "list", "bobby", "--in")
+	if !strings.Contains(out, "DISABLED") {
+		t.Fatalf("expected DISABLED:\n%s", out)
+	}
+}
+
 func TestAuditListCoreRenders(t *testing.T) {
 	st, err := store.Open(filepath.Join(t.TempDir(), "e.db"))
 	if err != nil {
@@ -132,3 +224,31 @@ func TestAuditListCoreRenders(t *testing.T) {
 	}
 }

+func TestAuditListPositionalAccount(t *testing.T) {
+	adminEnv(t)
+	// Positional account + `ls` alias must be accepted (empty log → exit 0).
+	if code, _, e := run(t, "audit", "ls", "someacct"); code != 0 {
+		t.Fatalf("audit ls <account> should succeed: code=%d err=%q", code, e)
+	}
+	// Extra positional is a usage error.
+	if code, _, _ := run(t, "audit", "list", "a", "b"); code != 2 {
+		t.Fatal("extra positional must be a usage error")
+	}
+	// The removed --account flag is now a usage error.
+	if code, _, _ := run(t, "audit", "list", "--account", "x"); code != 2 {
+		t.Fatal("removed --account flag should now be a usage error")
+	}
+}
+
+func TestAccountEditFromValidationRejectsMalformed(t *testing.T) {
+	adminEnv(t)
+	run(t, "account", "add", "valacc", "--imap-host", "imap.x.com", "--username", "u@x.com")
+	code, _, errStr := run(t, "account", "edit", "valacc", "--from", "not an address")
+	if code != 2 {
+		t.Fatalf("expected exit code 2 for malformed --from, got %d (stderr: %q)", code, errStr)
+	}
+	if errStr == "" {
+		t.Fatal("expected an error message on stderr for malformed --from, got none")
+	}
+}
+
@@ -0,0 +1,38 @@
+package cli
+
+import (
+	"fmt"
+	"sort"
+	"strconv"
+)
+
+// settingDef describes a configurable global setting for `config list`/`set`.
+type settingDef struct {
+	desc     string
+	validate func(string) error
+}
+
+// settingsRegistry is the authoritative set of valid config keys. `config set`
+// rejects keys absent here; `config list` enumerates them.
+var settingsRegistry = map[string]settingDef{
+	"audit_retention_days": {
+		desc: "Days to keep audit-log entries (integer >= 0)",
+		validate: func(v string) error {
+			n, err := strconv.Atoi(v)
+			if err != nil || n < 0 {
+				return fmt.Errorf("must be an integer >= 0, got %q", v)
+			}
+			return nil
+		},
+	},
+}
+
+// settingKeys returns the registry keys in stable sorted order.
+func settingKeys() []string {
+	ks := make([]string, 0, len(settingsRegistry))
+	for k := range settingsRegistry {
+		ks = append(ks, k)
+	}
+	sort.Strings(ks)
+	return ks
+}
@@ -0,0 +1,28 @@
+package cli
+
+import "testing"
+
+func TestSettingsRegistry(t *testing.T) {
+	def, ok := settingsRegistry["audit_retention_days"]
+	if !ok {
+		t.Fatal("audit_retention_days must be registered")
+	}
+	if def.desc == "" {
+		t.Error("registered setting needs a description")
+	}
+	if err := def.validate("30"); err != nil {
+		t.Errorf("validate(30) = %v, want nil", err)
+	}
+	for _, bad := range []string{"-1", "abc", ""} {
+		if def.validate(bad) == nil {
+			t.Errorf("validate(%q) = nil, want error", bad)
+		}
+	}
+	if _, ok := settingsRegistry["nope"]; ok {
+		t.Error("unknown key must not be present")
+	}
+	keys := settingKeys()
+	if len(keys) != len(settingsRegistry) {
+		t.Fatalf("settingKeys len=%d, want %d", len(keys), len(settingsRegistry))
+	}
+}
@@ -16,3 +16,15 @@ func uintSlice(us []uint32) []uint64 {
 	}
 	return out
 }
+
+// normalizeVerb maps verb aliases to their canonical form. Applied at the
+// subcommand-verb position of every admin group and at the top-level command.
+func normalizeVerb(v string) string {
+	switch v {
+	case "rm", "del":
+		return "remove"
+	case "ls":
+		return "list"
+	}
+	return v
+}
@@ -0,0 +1,16 @@
+package cli
+
+import "testing"
+
+func TestNormalizeVerb(t *testing.T) {
+	cases := map[string]string{
+		"rm": "remove", "del": "remove", "remove": "remove",
+		"ls": "list", "list": "list",
+		"add": "add", "enable": "enable", "": "",
+	}
+	for in, want := range cases {
+		if got := normalizeVerb(in); got != want {
+			t.Errorf("normalizeVerb(%q) = %q, want %q", in, got, want)
+		}
+	}
+}
@@ -23,11 +23,11 @@ var agentCmds = []cmdHelp{

 var adminCmds = []cmdHelp{
 	{"init", "init", "Create the database and add the first account (interactive)."},
-	{"account", "account <add|edit|remove|list> [flags]", "Manage accounts (add/edit accept flags, or run with none for an interactive form)."},
-	{"whitelist", "whitelist <in|out> <add|remove|list> --account <name> [--address A]", "Manage inbound/outbound whitelists."},
-	{"config", "config <set|get> <key> [value]", "Get or set global settings (e.g. audit_retention_days)."},
-	{"audit", "audit list [--account <name>] [--limit N]", "Show recent audit-log entries."},
-	{"doctor", "doctor [--account <name>]", "Check each account's IMAP/SMTP connectivity and auth."},
+	{"account", "account <add|edit|remove|show|list> [name] [flags]", "Manage accounts. `add`/`edit` take a positional name + field flags, or run with none for an interactive form."},
+	{"whitelist", "whitelist <add|remove|list|enable|disable> <account> [address…] --in|--out", "Manage inbound/outbound whitelists. Direction (--in/--out) is required."},
+	{"config", "config <list|get|set> [key] [value]", "List, get, or set global settings (e.g. audit_retention_days)."},
+	{"audit", "audit list [account] [--limit N]", "Show recent audit-log entries."},
+	{"doctor", "doctor [account]", "Check each account's IMAP/SMTP connectivity and auth."},
 	{"version", "version", "Print the emcli version."},
 	{"help", "help [command]", "Show this help, or detailed usage for one command."},
 }
@@ -58,6 +58,8 @@ func printMainHelp(w io.Writer) {
 		fmt.Fprintf(w, "  %-10s %s\n", c.name, c.summary)
 	}
 	fmt.Fprint(w, "\nRun \"emcli <command> --help\" for a command's flags.\n")
+	fmt.Fprint(w, "\nAliases: rm/del = remove, ls = list. Admin commands take positional\n")
+	fmt.Fprint(w, "operands (account/address/key); agent commands use flags (--account …).\n")
 	fmt.Fprint(w, "\nEnvironment:\n")
 	fmt.Fprint(w, "  EMCLI_KEY   base64-encoded 32-byte AES key; required for any command that uses the database\n")
 	fmt.Fprint(w, "  EMCLI_DB    database path (default ~/.config/emcli/emcli.db; %AppData%\\emcli\\emcli.db on Windows)\n")
@@ -71,3 +71,18 @@ func TestAdminCommandHelpExitsZero(t *testing.T) {
 		}
 	}
 }
+
+func TestHelpReflectsNewGrammar(t *testing.T) {
+	_, out, _ := run(t, "help", "whitelist")
+	if !strings.Contains(out, "<account>") || !strings.Contains(out, "--in") {
+		t.Fatalf("whitelist help should show positional account + --in/--out:\n%s", out)
+	}
+	_, out, _ = run(t, "help", "account")
+	if !strings.Contains(out, "show") {
+		t.Fatalf("account help should list the new show subcommand:\n%s", out)
+	}
+	_, mainOut, mainErr := run(t, "help")
+	if !strings.Contains(mainOut+mainErr, "rm") && !strings.Contains(mainOut+mainErr, "alias") {
+		t.Fatalf("main help should mention aliases:\n%s", mainOut+mainErr)
+	}
+}
@@ -9,16 +9,22 @@ import (
 )

 func TestCommandRole(t *testing.T) {
-	admin := []string{"account", "whitelist", "config", "audit"}
-	agent := []string{"list", "get", "search", "ack", "send", "doctor"}
-	for _, c := range admin {
+	adminCmds := [][]string{
+		{"whitelist"}, {"config"}, {"audit"},
+		{"account"}, {"account", "add"}, {"account", "edit"}, {"account", "remove"},
+	}
+	agentCmds := [][]string{
+		{"list"}, {"get"}, {"search"}, {"ack"}, {"send"}, {"doctor"},
+		{"account", "list"},
+	}
+	for _, c := range adminCmds {
 		if commandRole(c) != store.RoleAdmin {
-			t.Errorf("%s should be admin", c)
+			t.Errorf("%v should be admin", c)
 		}
 	}
-	for _, c := range agent {
+	for _, c := range agentCmds {
 		if commandRole(c) != store.RoleAgent {
-			t.Errorf("%s should be agent", c)
+			t.Errorf("%v should be agent", c)
 		}
 	}
 }
@@ -27,9 +27,17 @@ func realMailer(acc store.Account) (Mailer, error) {

 // commandRole maps a command to the privilege it requires. Admin commands
 // mutate configuration or expose oversight data; everything else is agent.
-func commandRole(cmd string) store.Role {
-	switch cmd {
-	case "account", "whitelist", "config", "audit":
+func commandRole(args []string) store.Role {
+	switch args[0] {
+	case "account":
+		// account list is a read-only discovery view available to agents;
+		// add/edit/remove mutate config and require admin.
+		// Normalize the verb so `account ls` routes the same as `account list`.
+		if len(args) >= 2 && normalizeVerb(args[1]) == "list" {
+			return store.RoleAgent
+		}
+		return store.RoleAdmin
+	case "whitelist", "config", "audit":
 		return store.RoleAdmin
 	default: // list, get, search, ack, send, doctor
 		return store.RoleAgent
@@ -98,18 +106,36 @@ func newDepsLive(st *store.Store, out io.Writer) Deps {
 	}
 }

-// runDoctor handles `doctor [--account <name>]` (human-readable diagnostics).
+// runDoctor handles `doctor [account]` or `doctor [--account <name>]`.
 func runDoctor(args []string, role store.Role, out, errOut io.Writer) int {
+	// Accept a positional account (human form) or --account (agent form).
+	var positional string
+	rest := args
+	if len(args) > 0 && !strings.HasPrefix(args[0], "-") {
+		positional, rest = args[0], args[1:]
+	}
 	fs := flag.NewFlagSet("doctor", flag.ContinueOnError)
 	fs.SetOutput(errOut)
 	usageFlags(fs, "doctor", errOut)
-	account := fs.String("account", "", "check only this account")
-	if err := fs.Parse(args); err != nil {
+	accountFlag := fs.String("account", "", "check only this account")
+	if err := fs.Parse(rest); err != nil {
 		if errors.Is(err, flag.ErrHelp) {
 			return 0
 		}
 		return 2
 	}
+	if fs.NArg() > 0 {
+		fmt.Fprintf(errOut, "unexpected argument %q\n", fs.Arg(0))
+		return 2
+	}
+	account := *accountFlag
+	if positional != "" {
+		if account != "" && account != positional {
+			fmt.Fprintln(errOut, "give the account once, as a positional or --account, not both")
+			return 2
+		}
+		account = positional
+	}
 	st, err := openStore(role)
 	if err != nil {
 		fmt.Fprintf(errOut, "emcli: %v\n", err)
@@ -117,7 +143,7 @@ func runDoctor(args []string, role store.Role, out, errOut io.Writer) int {
 	}
 	defer st.Close()
 	d := newDepsLive(st, out)
-	if err := DoctorCmd(d, *account); err != nil {
+	if err := DoctorCmd(d, account); err != nil {
 		return 1
 	}
 	return 0
@@ -135,10 +161,10 @@ func Run(args []string, out, errOut io.Writer) int {
 		return 0
 	}
 	cmd, rest := args[0], args[1:]
-	role := commandRole(cmd)
-	switch cmd {
+	role := commandRole(args)
+	switch normalizeVerb(cmd) {
 	case "list", "get", "search", "ack":
-		return runAgent(cmd, rest, role, out, errOut)
+		return runAgent(normalizeVerb(cmd), rest, role, out, errOut)
 	case "send":
 		return runSend(rest, role, out, errOut)
 	case "account":
@@ -18,9 +18,9 @@ func TestRunUnknownCommand(t *testing.T) {
 	}
 }

-func TestRunVersionIsJSONForAgentButTextHere(t *testing.T) {
-	// `account list` with no DB key should fail closed with a usage/config error,
-	// proving the key check happens before any DB work.
+func TestAccountListMissingKeyFailsClosedAsJSON(t *testing.T) {
+	// `account list` is an agent command: with no DB key it fails closed before
+	// any DB work, emitting a JSON config-error envelope that names EMCLI_KEY.
 	var out, errOut bytes.Buffer
 	t.Setenv("EMCLI_KEY", "")
 	t.Setenv("EMCLI_ADMIN_KEY", "")
@@ -28,8 +28,15 @@ func TestRunVersionIsJSONForAgentButTextHere(t *testing.T) {
 	if code == 0 {
 		t.Fatal("missing EMCLI_KEY must fail")
 	}
-	if !strings.Contains(out.String()+errOut.String(), "EMCLI_ADMIN_KEY") {
-		t.Fatalf("should mention EMCLI_ADMIN_KEY, got out=%q err=%q", out.String(), errOut.String())
+	var env map[string]any
+	if err := json.Unmarshal(out.Bytes(), &env); err != nil {
+		t.Fatalf("agent account list error must be JSON, got out=%q err=%q", out.String(), errOut.String())
+	}
+	if env["error"] != true {
+		t.Fatalf("want error envelope: %v", env)
+	}
+	if !strings.Contains(out.String(), "EMCLI_KEY") {
+		t.Fatalf("should name the missing EMCLI_KEY, got %q", out.String())
 	}
 }

@@ -51,6 +58,20 @@ func TestListUsageErrorIsJSON(t *testing.T) {
 	}
 }

+func TestDoctorPositionalAccount(t *testing.T) {
+	adminEnv(t)
+	// No such account: doctor should reach account lookup and fail there (exit 1),
+	// proving the positional was accepted (not rejected as an unexpected arg).
+	code, _, errOut := run(t, "doctor", "ghost")
+	if code == 2 {
+		t.Fatalf("positional account must be accepted, got usage error: %q", errOut)
+	}
+	// Giving both positional and --account with different values is a usage error.
+	if code, _, _ := run(t, "doctor", "ghost", "--account", "other"); code != 2 {
+		t.Fatal("conflicting positional + --account must be a usage error")
+	}
+}
+
 func b64Key() string {
 	// 32 zero bytes, base64.
 	return "AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA="
@@ -60,3 +81,43 @@ func b64AgentKey() string {
 	// 32 bytes of 0x01, base64 — distinct from b64Key so slot mix-ups surface.
 	return "AQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQEBAQE="
 }
+
+func TestTopLevelLsAlias(t *testing.T) {
+	adminEnv(t)
+	// `ls` with no --account must hit the same usage path as `list` (CodeUsage
+	// envelope on stdout, exit 2) — proving it routed to the agent list command.
+	code, out, _ := run(t, "ls")
+	if code != 2 || !strings.Contains(out, "account") {
+		t.Fatalf("ls should alias list (usage about --account): code=%d out=%q", code, out)
+	}
+}
+
+// TestAccountLsAliasAgentRole verifies that `account ls` is treated as an agent
+// command (not admin) so a caller with only EMCLI_KEY can use it and gets the
+// same reduced-JSON envelope as `account list`.
+func TestAccountLsAliasAgentRole(t *testing.T) {
+	adminEnv(t) // sets up both keys + initialized temp DB
+	run(t, "account", "add", "work", "--mode", "RW",
+		"--imap-host", "imap.example.com", "--smtp-host", "smtp.example.com",
+		"--username", "login@example.com", "--from", "me@example.com")
+
+	// Drop the admin key — caller is agent-only.
+	t.Setenv("EMCLI_ADMIN_KEY", "")
+
+	// `account ls` must succeed with the reduced JSON view, same as `account list`.
+	code, out, errOut := run(t, "account", "ls")
+	if code != 0 {
+		t.Fatalf("agent account ls should succeed: code=%d out=%q err=%q", code, out, errOut)
+	}
+	var env map[string]any
+	if err := json.Unmarshal([]byte(out), &env); err != nil {
+		t.Fatalf("account ls output is not JSON: %v\n%s", err, out)
+	}
+	if env["error"] == true {
+		t.Fatalf("account ls returned error envelope: %s", out)
+	}
+	// The agent view must not leak IMAP host or login username.
+	if strings.Contains(out, "imap.example.com") || strings.Contains(out, "login@example.com") {
+		t.Fatalf("account ls leaked host/username:\n%s", out)
+	}
+}
@@ -49,7 +49,7 @@ func TestAgentKeyCannotRunAdminCommands(t *testing.T) {

 	before := dbBytes(t, db)
 	adminAttempts := [][]string{
-		{"account", "list"},
+		{"account", "add", "--name", "x", "--imap-host", "h", "--username", "u@x.com"},
 		{"config", "set", "audit_retention_days", "30"},
 		{"audit"},
 	}
@@ -23,7 +23,7 @@ func SendCmd(d Deps, account string, to, cc, bcc []string, subject, body string,
 	}

 	msg := mail.OutgoingMessage{
-		From: acc.Username, To: to, Cc: cc, Bcc: bcc,
+		From: acc.SendFrom(), To: to, Cc: cc, Bcc: bcc,
 		Subject: subject, BodyText: body,
 	}
 	recipients := msg.Recipients()
@@ -139,6 +139,32 @@ func TestSendReplyToThreadsHeaders(t *testing.T) {
 	}
 }

+func TestSendUsesConfiguredFromAddress(t *testing.T) {
+	acc := rwAccount()
+	acc.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	d, sent, _ := sendDeps(t, acc, nil)
+	if err := SendCmd(d, "send", []string{"me@stevecliff.com"}, nil, nil, "hi", "body", nil, 0, "INBOX"); err != nil {
+		t.Fatalf("SendCmd: %v", err)
+	}
+	if len(*sent) != 1 {
+		t.Fatalf("want 1 send, got %d", len(*sent))
+	}
+	if got := (*sent)[0].From; got != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("From = %q, want configured from-address", got)
+	}
+}
+
+func TestSendFallsBackToUsernameAsFrom(t *testing.T) {
+	// rwAccount has no FromAddress, so From must be the login username.
+	d, sent, _ := sendDeps(t, rwAccount(), nil)
+	if err := SendCmd(d, "send", []string{"me@stevecliff.com"}, nil, nil, "hi", "body", nil, 0, "INBOX"); err != nil {
+		t.Fatalf("SendCmd: %v", err)
+	}
+	if got := (*sent)[0].From; got != "emcli@stevecliff.com" {
+		t.Fatalf("From = %q, want username fallback", got)
+	}
+}
+
 func TestSendReplyToFilteredSourceNotFound(t *testing.T) {
 	acc := rwAccount()
 	acc.WhitelistInEnabled = true // inbound filter active
@@ -46,6 +46,18 @@ func (m OutgoingMessage) Recipients() []string {
 	return out
 }

+// envelopeFrom returns the bare address for the SMTP envelope sender, stripping
+// any display name. A display-name From (e.g. "Name <addr>") is a valid header
+// but an invalid envelope sender, so it must be reduced to the bare address.
+// Unparseable input is passed through unchanged (preserves prior behaviour for
+// plain addresses).
+func envelopeFrom(from string) string {
+	if a, err := gomail.ParseAddress(from); err == nil {
+		return a.Address
+	}
+	return from
+}
+
 func addrList(addrs []string) []*gomail.Address {
 	out := make([]*gomail.Address, 0, len(addrs))
 	for _, a := range addrs {
@@ -163,7 +175,7 @@ func SendSMTP(cfg SMTPConfig, m OutgoingMessage) error {
 	if err := c.Auth(auth); err != nil {
 		return fmt.Errorf("smtp auth: %w", err)
 	}
-	if err := c.SendMail(m.From, m.Recipients(), bytes.NewReader(raw)); err != nil {
+	if err := c.SendMail(envelopeFrom(m.From), m.Recipients(), bytes.NewReader(raw)); err != nil {
 		return fmt.Errorf("smtp send: %w", err)
 	}
 	return c.Quit()
@@ -100,6 +100,36 @@ func TestRecipientsCombinesAllFields(t *testing.T) {
 	}
 }

+func TestEnvelopeFromStripsDisplayName(t *testing.T) {
+	cases := map[string]string{
+		"Steve Cliff <me@stevecliff.com>": "me@stevecliff.com",
+		"me@stevecliff.com":               "me@stevecliff.com",
+		"<me@stevecliff.com>":             "me@stevecliff.com",
+		"not a valid address":             "not a valid address", // unparseable ⇒ passthrough
+	}
+	for in, want := range cases {
+		if got := envelopeFrom(in); got != want {
+			t.Errorf("envelopeFrom(%q) = %q, want %q", in, got, want)
+		}
+	}
+}
+
+func TestBuildMIMEKeepsDisplayNameInHeader(t *testing.T) {
+	raw, err := BuildMIME(OutgoingMessage{
+		From:     "Steve Cliff <me@stevecliff.com>",
+		To:       []string{"you@example.com"},
+		Subject:  "hi",
+		BodyText: "body",
+		Date:     time.Date(2026, 6, 23, 12, 0, 0, 0, time.UTC),
+	})
+	if err != nil {
+		t.Fatalf("BuildMIME: %v", err)
+	}
+	if !strings.Contains(string(raw), "Steve Cliff") {
+		t.Fatalf("From header lost display name:\n%s", raw)
+	}
+}
+
 func TestReadHeaderParsesReferences(t *testing.T) {
 	raw := "From: a@x.com\r\n" +
 		"To: b@x.com\r\n" +
@@ -3,6 +3,8 @@
 package policy

 import (
+	"errors"
+	"fmt"
 	"net/mail"
 	"strings"
 )
@@ -42,3 +44,31 @@ func MatchAddress(entries []string, addr string) bool {
 	}
 	return false
 }
+
+// ValidWhitelistAddress reports an error if s is not a usable whitelist entry.
+// Accepted forms: a bare address "local@domain", or a domain wildcard "@domain".
+// The domain must contain at least one dot. Display-name forms ("Bob <b@x>")
+// are rejected because the store keeps the raw string, which would never match.
+func ValidWhitelistAddress(s string) error {
+	s = strings.TrimSpace(s)
+	if s == "" {
+		return errors.New("address must not be empty")
+	}
+	bad := fmt.Errorf("invalid address %q: expected local@domain or @domain", s)
+	if strings.HasPrefix(s, "@") {
+		domain := s[1:]
+		if domain == "" || strings.Contains(domain, "@") || !strings.Contains(domain, ".") {
+			return bad
+		}
+		return nil
+	}
+	addr, err := mail.ParseAddress(s)
+	if err != nil || !strings.EqualFold(addr.Address, s) {
+		return bad // parse failure or a display-name/extra-token form
+	}
+	at := strings.LastIndex(addr.Address, "@")
+	if at < 1 || !strings.Contains(addr.Address[at+1:], ".") {
+		return bad
+	}
+	return nil
+}
@@ -0,0 +1,18 @@
+package policy
+
+import "testing"
+
+func TestValidWhitelistAddress(t *testing.T) {
+	good := []string{"tk555@protonmail.com", "a.b@sub.example.co.uk", "@example.com", "@sub.example.com"}
+	for _, s := range good {
+		if err := ValidWhitelistAddress(s); err != nil {
+			t.Errorf("ValidWhitelistAddress(%q) = %v, want nil", s, err)
+		}
+	}
+	bad := []string{"", "   ", "notanaddress", "@", "@nodot", "a@nodot", "Bob <b@x.com>", "a@b@c.com"}
+	for _, s := range bad {
+		if err := ValidWhitelistAddress(s); err == nil {
+			t.Errorf("ValidWhitelistAddress(%q) = nil, want error", s)
+		}
+	}
+}
@@ -23,6 +23,7 @@ type Account struct {
 	SMTPSecurity        string // tls | starttls
 	AuthType            string // password | oauth2
 	Username            string
+	FromAddress         string // send-as identity; blank ⇒ fall back to Username
 	Password            string // decrypted; empty in ListAccounts
 	WhitelistInEnabled  bool
 	WhitelistOutEnabled bool
@@ -30,6 +31,15 @@ type Account struct {
 	ProcessBacklog      bool
 }

+// SendFrom returns the From identity for outgoing mail, falling back to the
+// login username when no explicit from-address is configured.
+func (a Account) SendFrom() string {
+	if a.FromAddress != "" {
+		return a.FromAddress
+	}
+	return a.Username
+}
+
 func (s *Store) AddAccount(a Account) (int64, error) {
 	var encPw []byte
 	if a.Password != "" {
@@ -42,12 +52,12 @@ func (s *Store) AddAccount(a Account) (int64, error) {
 	res, err := s.db.Exec(`
 		INSERT INTO accounts
 		  (name,mode,imap_host,imap_port,imap_security,smtp_host,smtp_port,smtp_security,
-		   auth_type,username,
+		   auth_type,username,from_address,
 		   enc_password,whitelist_in_enabled,whitelist_out_enabled,subject_regex,process_backlog)
-		VALUES (?,?,?,?,?,?,?,?,?,?,?,?,?,?,?)`,
+		VALUES (?,?,?,?,?,?,?,?,?,?,?,?,?,?,?,?)`,
 		a.Name, a.Mode, a.IMAPHost, a.IMAPPort, a.IMAPSecurity,
 		nullStr(a.SMTPHost), nullInt(a.SMTPPort), nullStr(a.SMTPSecurity),
-		a.AuthType, a.Username,
+		a.AuthType, a.Username, nullStr(a.FromAddress),
 		encPw, b2i(a.WhitelistInEnabled), b2i(a.WhitelistOutEnabled),
 		nullStr(a.SubjectRegex), b2i(a.ProcessBacklog))
 	if err != nil {
@@ -59,7 +69,7 @@ func (s *Store) AddAccount(a Account) (int64, error) {
 func (s *Store) GetAccount(name string) (Account, error) {
 	row := s.db.QueryRow(`
 		SELECT id,name,mode,imap_host,imap_port,imap_security,smtp_host,smtp_port,smtp_security,
-		       auth_type,username,
+		       auth_type,username,from_address,
 		       enc_password,whitelist_in_enabled,whitelist_out_enabled,subject_regex,process_backlog
 		FROM accounts WHERE name = ?`, name)
 	a, encPw, err := scanAccount(row)
@@ -82,7 +92,7 @@ func (s *Store) GetAccount(name string) (Account, error) {
 func (s *Store) ListAccounts() ([]Account, error) {
 	rows, err := s.db.Query(`
 		SELECT id,name,mode,imap_host,imap_port,imap_security,smtp_host,smtp_port,smtp_security,
-		       auth_type,username,
+		       auth_type,username,from_address,
 		       enc_password,whitelist_in_enabled,whitelist_out_enabled,subject_regex,process_backlog
 		FROM accounts ORDER BY name`)
 	if err != nil {
@@ -108,12 +118,12 @@ func (s *Store) UpdateAccount(a Account) error {
 	// Build the SET clause, conditionally including secret columns.
 	set := `mode=?, imap_host=?, imap_port=?, imap_security=?,
 	        smtp_host=?, smtp_port=?, smtp_security=?,
-	        auth_type=?, username=?,
+	        auth_type=?, username=?, from_address=?,
 	        whitelist_in_enabled=?, whitelist_out_enabled=?, subject_regex=?, process_backlog=?`
 	args := []any{
 		a.Mode, a.IMAPHost, a.IMAPPort, a.IMAPSecurity,
 		nullStr(a.SMTPHost), nullInt(a.SMTPPort), nullStr(a.SMTPSecurity),
-		a.AuthType, a.Username,
+		a.AuthType, a.Username, nullStr(a.FromAddress),
 		b2i(a.WhitelistInEnabled), b2i(a.WhitelistOutEnabled),
 		nullStr(a.SubjectRegex), b2i(a.ProcessBacklog),
 	}
@@ -154,14 +164,14 @@ func scanAccount(sc scanner) (Account, []byte, error) {
 	var (
 		a                                Account
 		encPw                            []byte
-		subj, smtpHost, smtpSec sql.NullString
+		subj, smtpHost, smtpSec, fromAddr sql.NullString
 		smtpPort                         sql.NullInt64
 		wlIn, wlOut                      int
 		backlog                          int
 	)
 	err := sc.Scan(&a.ID, &a.Name, &a.Mode, &a.IMAPHost, &a.IMAPPort, &a.IMAPSecurity,
 		&smtpHost, &smtpPort, &smtpSec,
-		&a.AuthType, &a.Username, &encPw, &wlIn, &wlOut, &subj, &backlog)
+		&a.AuthType, &a.Username, &fromAddr, &encPw, &wlIn, &wlOut, &subj, &backlog)
 	if err != nil {
 		return Account{}, nil, err
 	}
@@ -172,6 +182,7 @@ func scanAccount(sc scanner) (Account, []byte, error) {
 	a.WhitelistOutEnabled = wlOut != 0
 	a.ProcessBacklog = backlog != 0
 	a.SubjectRegex = subj.String
+	a.FromAddress = fromAddr.String
 	return a, encPw, nil
 }

@@ -84,3 +84,30 @@ func TestListAccountsOmitsSecrets(t *testing.T) {
 		t.Fatal("ListAccounts must not return secrets")
 	}
 }
+
+func TestSendFromFallsBackToUsername(t *testing.T) {
+	a := Account{Username: "login@example.com"}
+	if got := a.SendFrom(); got != "login@example.com" {
+		t.Fatalf("blank from-address should fall back to username, got %q", got)
+	}
+	a.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	if got := a.SendFrom(); got != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("set from-address should win, got %q", got)
+	}
+}
+
+func TestAddGetAccountRoundTripsFromAddress(t *testing.T) {
+	s := openTemp(t)
+	a := sampleAccount()
+	a.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	if _, err := s.AddAccount(a); err != nil {
+		t.Fatalf("AddAccount: %v", err)
+	}
+	got, err := s.GetAccount("work")
+	if err != nil {
+		t.Fatalf("GetAccount: %v", err)
+	}
+	if got.FromAddress != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("FromAddress not round-tripped: %q", got.FromAddress)
+	}
+}
@@ -1,8 +1,8 @@
 package store

-const schemaVersion = 1
+const schemaVersion = 2

-// schemaSQL is the full v1 schema. All statements are idempotent via IF NOT EXISTS.
+// schemaSQL is the full current schema. All statements are idempotent via IF NOT EXISTS.
 const schemaSQL = `
 CREATE TABLE IF NOT EXISTS settings (
  key   TEXT PRIMARY KEY,
@@ -21,6 +21,7 @@ CREATE TABLE IF NOT EXISTS accounts (
  smtp_security           TEXT,
  auth_type               TEXT NOT NULL CHECK (auth_type IN ('password','oauth2')),
  username                TEXT NOT NULL,
+  from_address            TEXT,
  enc_password            BLOB,
  enc_oauth_client_id     BLOB,
  enc_oauth_client_secret BLOB,
@@ -8,6 +8,7 @@ import (
 	"path/filepath"
 	"runtime"
 	"strconv"
+	"strings"

 	_ "modernc.org/sqlite"
 )
@@ -42,21 +43,59 @@ func Open(path string) (*Store, error) {
 		return nil, fmt.Errorf("apply schema: %w", err)
 	}
 	s := &Store{db: db}
-	if _, err := s.GetSetting("schema_version"); err != nil {
-		if err := s.SetSetting("schema_version", strconv.Itoa(schemaVersion)); err != nil {
+	if err := s.migrate(); err != nil {
 		db.Close()
 		return nil, err
 	}
-	}
 	return s, nil
 }

+// migrate brings an existing database up to the current schemaVersion. A brand-
+// new database (no schema_version yet) already has every column from schemaSQL,
+// so it is simply stamped at the current version. Each older version runs its
+// forward step. The version gate makes every step idempotent across reopens.
+func (s *Store) migrate() error {
+	v, err := s.GetSetting("schema_version")
+	if err != nil {
+		// Fresh database: schemaSQL created all columns already.
+		return s.SetSetting("schema_version", strconv.Itoa(schemaVersion))
+	}
+	var ver int
+	ver, err = strconv.Atoi(v)
+	if err != nil {
+		return fmt.Errorf("invalid schema_version %q: %w", v, err)
+	}
+	if ver < 2 {
+		if _, err := s.db.Exec(`ALTER TABLE accounts ADD COLUMN from_address TEXT`); err != nil {
+			return fmt.Errorf("migrate to v2: %w", err)
+		}
+		if err := s.SetSetting("schema_version", "2"); err != nil {
+			return err
+		}
+	}
+	return nil
+}
+
 func (s *Store) Close() error { return s.db.Close() }

+// expandUserHome replaces a leading "~" or "~/" in p with the user's home
+// directory. Only a leading tilde is expanded (the usual shell convention) —
+// "~user" and a tilde elsewhere in the path are left untouched. This guards
+// against an EMCLI_DB set to a literal "~/..." (no shell to expand it), which
+// would otherwise be opened relative to the cwd and create a stray "~" dir.
+func expandUserHome(p string) string {
+	if p == "~" || strings.HasPrefix(p, "~/") {
+		if home, err := os.UserHomeDir(); err == nil {
+			return filepath.Join(home, strings.TrimPrefix(p[1:], "/"))
+		}
+	}
+	return p
+}
+
 // DefaultDBPath resolves EMCLI_DB or the per-OS default location.
 func DefaultDBPath() (string, error) {
 	if p := os.Getenv("EMCLI_DB"); p != "" {
-		return p, nil
+		return expandUserHome(p), nil
 	}
 	if runtime.GOOS == "windows" {
 		if dir := os.Getenv("AppData"); dir != "" {
@@ -1,10 +1,54 @@
 package store

 import (
+	"database/sql"
+	"os"
 	"path/filepath"
+	"strings"
 	"testing"
 )

+// A leading "~" in EMCLI_DB must be expanded to the home dir, so a literal
+// tilde (no shell to expand it) can't be opened relative to the cwd and
+// silently create a stray "~" directory.
+func TestDefaultDBPathExpandsLeadingTilde(t *testing.T) {
+	home, err := os.UserHomeDir()
+	if err != nil {
+		t.Skipf("no home dir: %v", err)
+	}
+	cases := map[string]string{
+		"~/.config/emcli/emcli.db": filepath.Join(home, ".config", "emcli", "emcli.db"),
+		"~":                        home,
+	}
+	for in, want := range cases {
+		t.Setenv("EMCLI_DB", in)
+		got, err := DefaultDBPath()
+		if err != nil {
+			t.Fatalf("DefaultDBPath(%q): %v", in, err)
+		}
+		if got != want {
+			t.Fatalf("EMCLI_DB=%q -> %q, want %q", in, got, want)
+		}
+		if strings.Contains(got, "~") {
+			t.Fatalf("EMCLI_DB=%q left a literal tilde: %q", in, got)
+		}
+	}
+}
+
+// A non-leading tilde or "~user" is NOT a path we should rewrite — leave it be.
+func TestDefaultDBPathLeavesOtherPathsUntouched(t *testing.T) {
+	for _, p := range []string{"/var/lib/emcli.db", "./rel/emcli.db", "~user/db"} {
+		t.Setenv("EMCLI_DB", p)
+		got, err := DefaultDBPath()
+		if err != nil {
+			t.Fatalf("DefaultDBPath(%q): %v", p, err)
+		}
+		if got != p {
+			t.Fatalf("EMCLI_DB=%q was rewritten to %q", p, got)
+		}
+	}
+}
+
 // openTemp opens a fresh store in a temp dir and initialises keys so that
 // account tests (which do crypto) work without needing their own setup.
 func openTemp(t *testing.T) *Store {
@@ -28,7 +72,7 @@ func TestOpenCreatesSchemaAndIsIdempotent(t *testing.T) {
 		t.Fatalf("first Open: %v", err)
 	}
 	v, err := s.GetSetting("schema_version")
-	if err != nil || v != "1" {
+	if err != nil || v != "2" {
 		t.Fatalf("schema_version: %q err=%v", v, err)
 	}
 	s.Close()
@@ -39,7 +83,7 @@ func TestOpenCreatesSchemaAndIsIdempotent(t *testing.T) {
 		t.Fatalf("second Open: %v", err)
 	}
 	defer s2.Close()
-	if v, _ := s2.GetSetting("schema_version"); v != "1" {
+	if v, _ := s2.GetSetting("schema_version"); v != "2" {
 		t.Fatalf("schema_version after reopen: %q", v)
 	}
 }
@@ -104,3 +148,66 @@ func TestForeignKeyCascade(t *testing.T) {
 		t.Fatalf("whitelist_in row not cascade-deleted: count=%d err=%v", count, err)
 	}
 }
+
+func TestOpenMigratesV1AddsFromAddress(t *testing.T) {
+	p := filepath.Join(t.TempDir(), "emcli.db")
+
+	// Hand-build a v1 database: accounts table WITHOUT from_address, a settings
+	// table pinned at schema_version=1, and one pre-existing account row.
+	raw, err := sql.Open("sqlite", p)
+	if err != nil {
+		t.Fatalf("sql.Open: %v", err)
+	}
+	const v1Schema = `
+CREATE TABLE settings (key TEXT PRIMARY KEY, value TEXT NOT NULL);
+CREATE TABLE accounts (
+  id            INTEGER PRIMARY KEY AUTOINCREMENT,
+  name          TEXT UNIQUE NOT NULL,
+  mode          TEXT NOT NULL,
+  imap_host     TEXT NOT NULL,
+  imap_port     INTEGER NOT NULL,
+  imap_security TEXT NOT NULL,
+  smtp_host     TEXT, smtp_port INTEGER, smtp_security TEXT,
+  auth_type     TEXT NOT NULL,
+  username      TEXT NOT NULL,
+  enc_password  BLOB,
+  enc_oauth_client_id BLOB, enc_oauth_client_secret BLOB, enc_oauth_refresh_token BLOB,
+  whitelist_in_enabled INTEGER NOT NULL DEFAULT 0,
+  whitelist_out_enabled INTEGER NOT NULL DEFAULT 0,
+  subject_regex TEXT,
+  process_backlog INTEGER NOT NULL DEFAULT 0
+);
+INSERT INTO settings(key,value) VALUES ('schema_version','1');
+INSERT INTO accounts(name,mode,imap_host,imap_port,imap_security,auth_type,username)
+  VALUES ('legacy','RO','imap.example.com',993,'tls','password','login@example.com');
+`
+	if _, err := raw.Exec(v1Schema); err != nil {
+		t.Fatalf("seed v1 schema: %v", err)
+	}
+	raw.Close()
+
+	// Open via the store: the migration must add from_address and bump to v2.
+	s, err := Open(p)
+	if err != nil {
+		t.Fatalf("Open (migrate): %v", err)
+	}
+	defer s.Close()
+
+	if v, _ := s.GetSetting("schema_version"); v != "2" {
+		t.Fatalf("schema_version after migrate: %q, want 2", v)
+	}
+	// ListAccounts SELECTs from_address; it would error if the column were missing.
+	accs, err := s.ListAccounts()
+	if err != nil {
+		t.Fatalf("ListAccounts after migrate: %v", err)
+	}
+	if len(accs) != 1 {
+		t.Fatalf("want 1 account after migrate, got %d", len(accs))
+	}
+	if accs[0].FromAddress != "" {
+		t.Fatalf("legacy account FromAddress should be empty, got %q", accs[0].FromAddress)
+	}
+	if got := accs[0].SendFrom(); got != "login@example.com" {
+		t.Fatalf("legacy account should send from username, got %q", got)
+	}
+}
@@ -86,3 +86,18 @@ func (s *Store) ListWhitelist(account string, dir Direction) ([]string, error) {
 	}
 	return out, rows.Err()
 }
+
+// SetWhitelistEnabled toggles one account's per-direction whitelist-enabled
+// flag, leaving the address list and all other fields untouched.
+func (s *Store) SetWhitelistEnabled(account string, dir Direction, enabled bool) error {
+	col := "whitelist_in_enabled"
+	if dir == DirOut {
+		col = "whitelist_out_enabled"
+	}
+	id, err := s.accountID(account)
+	if err != nil {
+		return err
+	}
+	_, err = s.db.Exec(fmt.Sprintf("UPDATE accounts SET %s=? WHERE id=?", col), b2i(enabled), id)
+	return err
+}
@@ -0,0 +1,34 @@
+package store
+
+import (
+	"path/filepath"
+	"testing"
+)
+
+func TestSetWhitelistEnabled(t *testing.T) {
+	st, err := Open(filepath.Join(t.TempDir(), "e.db"))
+	if err != nil {
+		t.Fatalf("open: %v", err)
+	}
+	defer st.Close()
+	k := make([]byte, 32)
+	if err := st.InitKeys(k, k); err != nil {
+		t.Fatalf("InitKeys: %v", err)
+	}
+	if _, err := st.AddAccount(Account{Name: "a", Mode: "RO", IMAPHost: "h", IMAPPort: 993, IMAPSecurity: "tls", AuthType: "password", Username: "u@x.com"}); err != nil {
+		t.Fatalf("AddAccount: %v", err)
+	}
+	if err := st.SetWhitelistEnabled("a", DirIn, true); err != nil {
+		t.Fatalf("SetWhitelistEnabled: %v", err)
+	}
+	got, err := st.GetAccount("a")
+	if err != nil {
+		t.Fatalf("GetAccount: %v", err)
+	}
+	if !got.WhitelistInEnabled || got.WhitelistOutEnabled {
+		t.Fatalf("flags wrong: in=%v out=%v", got.WhitelistInEnabled, got.WhitelistOutEnabled)
+	}
+	if err := st.SetWhitelistEnabled("missing", DirIn, true); err == nil {
+		t.Fatal("enabling on a missing account must error")
+	}
+}
@@ -6,6 +6,7 @@ package tui
 import (
 	"errors"
 	"fmt"
+	"net/mail"
 	"strconv"
 	"strings"

@@ -22,10 +23,24 @@ type Fields struct {
 	IMAPHost, IMAPPort, IMAPSecurity          string
 	SMTPHost, SMTPPort, SMTPSecurity          string
 	Username, Password                        string
-	WhitelistIn, WhitelistOut, ProcessBacklog bool
+	FromAddress                               string
+	ProcessBacklog bool
 	SubjectRegex                              string
 }

+// ValidFromAddress returns an error if s is set but is not a valid RFC 5322
+// address (bare or "Display Name <addr>"). A blank value is valid: sending
+// falls back to the login username.
+func ValidFromAddress(s string) error {
+	if strings.TrimSpace(s) == "" {
+		return nil
+	}
+	if _, err := mail.ParseAddress(s); err != nil {
+		return errors.New("from address must be a valid email address or \"Name <email>\"")
+	}
+	return nil
+}
+
 func validSecurity(s string) bool { return s == "tls" || s == "starttls" }

 // Validate checks required fields, enum fields, and numeric ports. RW accounts
@@ -60,6 +75,9 @@ func (f Fields) Validate() error {
 			return errors.New("smtp port must be a number")
 		}
 	}
+	if err := ValidFromAddress(f.FromAddress); err != nil {
+		return err
+	}
 	return nil
 }

@@ -71,7 +89,7 @@ func (f Fields) ToAccount() (store.Account, bool) {
 		Name: strings.TrimSpace(f.Name), Mode: f.Mode,
 		IMAPHost: f.IMAPHost, IMAPPort: ip, IMAPSecurity: f.IMAPSecurity,
 		AuthType: "password", Username: f.Username, Password: f.Password,
-		WhitelistInEnabled: f.WhitelistIn, WhitelistOutEnabled: f.WhitelistOut,
+		FromAddress: f.FromAddress,
 		SubjectRegex: f.SubjectRegex, ProcessBacklog: f.ProcessBacklog,
 	}
 	if f.Mode == "RW" {
@@ -96,8 +114,7 @@ func FieldsFromAccount(a store.Account) Fields {
 		IMAPHost: a.IMAPHost, IMAPPort: itoaPort(a.IMAPPort), IMAPSecurity: a.IMAPSecurity,
 		SMTPHost: a.SMTPHost, SMTPPort: itoaPort(a.SMTPPort), SMTPSecurity: a.SMTPSecurity,
 		Username:    a.Username,
-		WhitelistIn:    a.WhitelistInEnabled,
-		WhitelistOut:   a.WhitelistOutEnabled,
+		FromAddress: a.FromAddress,
 		ProcessBacklog: a.ProcessBacklog,
 		SubjectRegex:   a.SubjectRegex,
 	}
@@ -122,9 +139,8 @@ var fieldDefs = []fieldDef{
 	{key: "smtp_port", label: "SMTP port (RW)"},
 	{key: "smtp_security", label: "SMTP security (tls/starttls)"},
 	{key: "username", label: "Username"},
+	{key: "from_address", label: "From address (optional)"},
 	{key: "password", label: "Password", password: true},
-	{key: "whitelist_in", label: "Whitelist inbound (y/n)", isBool: true},
-	{key: "whitelist_out", label: "Whitelist outbound (y/n)", isBool: true},
 	{key: "process_backlog", label: "Process backlog (y/n)", isBool: true},
 	{key: "subject_regex", label: "Subject regex (optional)"},
 }
@@ -164,12 +180,10 @@ func fieldValue(f Fields, key string) string {
 		return f.SMTPSecurity
 	case "username":
 		return f.Username
+	case "from_address":
+		return f.FromAddress
 	case "password":
 		return f.Password
-	case "whitelist_in":
-		return boolStr(f.WhitelistIn)
-	case "whitelist_out":
-		return boolStr(f.WhitelistOut)
 	case "process_backlog":
 		return boolStr(f.ProcessBacklog)
 	case "subject_regex":
@@ -249,12 +263,10 @@ func (m AccountForm) collect() Fields {
 			f.SMTPSecurity = strings.ToLower(v)
 		case "username":
 			f.Username = v
+		case "from_address":
+			f.FromAddress = v
 		case "password":
 			f.Password = m.inputs[i].Value() // do not trim a password
-		case "whitelist_in":
-			f.WhitelistIn = parseBool(v)
-		case "whitelist_out":
-			f.WhitelistOut = parseBool(v)
 		case "process_backlog":
 			f.ProcessBacklog = parseBool(v)
 		case "subject_regex":
@@ -1,6 +1,7 @@
 package tui

 import (
+	"strings"
 	"testing"

 	tea "github.com/charmbracelet/bubbletea"
@@ -69,7 +70,6 @@ func TestFieldsValidateRWNeedsSMTP(t *testing.T) {

 func TestFieldsToAccount(t *testing.T) {
 	f := validFields()
-	f.WhitelistIn = true
 	f.SubjectRegex = "^urgent"
 	acc, pwSet := f.ToAccount()
 	if !pwSet {
@@ -78,9 +78,12 @@ func TestFieldsToAccount(t *testing.T) {
 	if acc.Name != "work" || acc.Mode != "RW" || acc.IMAPPort != 993 || acc.SMTPPort != 465 {
 		t.Fatalf("account not assembled: %+v", acc)
 	}
-	if acc.AuthType != "password" || !acc.WhitelistInEnabled || acc.SubjectRegex != "^urgent" {
+	if acc.AuthType != "password" || acc.SubjectRegex != "^urgent" {
 		t.Fatalf("account flags wrong: %+v", acc)
 	}
+	if acc.WhitelistInEnabled || acc.WhitelistOutEnabled {
+		t.Fatal("new accounts must have whitelist flags false (managed via whitelist group)")
+	}
 	if acc.Password != "pw" {
 		t.Fatalf("password not carried: %q", acc.Password)
 	}
@@ -99,10 +102,10 @@ func TestFieldsFromAccountRoundTrip(t *testing.T) {
 	a := store.Account{
 		Name: "g", Mode: "RW", IMAPHost: "i", IMAPPort: 993, IMAPSecurity: "tls",
 		SMTPHost: "s", SMTPPort: 587, SMTPSecurity: "starttls",
-		Username: "u@x.com", WhitelistOutEnabled: true, SubjectRegex: "re:",
+		Username: "u@x.com", SubjectRegex: "re:",
 	}
 	f := FieldsFromAccount(a)
-	if f.Name != "g" || f.IMAPPort != "993" || f.SMTPPort != "587" || !f.WhitelistOut || f.SubjectRegex != "re:" {
+	if f.Name != "g" || f.IMAPPort != "993" || f.SMTPPort != "587" || f.SubjectRegex != "re:" {
 		t.Fatalf("FieldsFromAccount wrong: %+v", f)
 	}
 	// Password is never read back from an account.
@@ -157,3 +160,44 @@ func TestAccountFormCancel(t *testing.T) {
 		t.Fatal("esc should cancel the form")
 	}
 }
+
+func TestValidateRejectsBadFromAddress(t *testing.T) {
+	f := validFields()
+	f.FromAddress = "not an address"
+	if err := f.Validate(); err == nil {
+		t.Fatal("malformed from-address should fail validation")
+	}
+	f.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	if err := f.Validate(); err != nil {
+		t.Fatalf("display-name from-address should validate: %v", err)
+	}
+	f.FromAddress = "me@stevecliff.com"
+	if err := f.Validate(); err != nil {
+		t.Fatalf("bare from-address should validate: %v", err)
+	}
+	f.FromAddress = "" // blank ⇒ fall back, always valid
+	if err := f.Validate(); err != nil {
+		t.Fatalf("blank from-address should validate: %v", err)
+	}
+}
+
+func TestFieldsFromToAccountCarriesFromAddress(t *testing.T) {
+	f := validFields()
+	f.FromAddress = "Steve Cliff <me@stevecliff.com>"
+	acc, _ := f.ToAccount()
+	if acc.FromAddress != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("ToAccount lost FromAddress: %q", acc.FromAddress)
+	}
+	back := FieldsFromAccount(acc)
+	if back.FromAddress != "Steve Cliff <me@stevecliff.com>" {
+		t.Fatalf("FieldsFromAccount lost FromAddress: %q", back.FromAddress)
+	}
+}
+
+func TestFormHasNoWhitelistFields(t *testing.T) {
+	f := NewAccountForm(Fields{}, false)
+	out := f.View()
+	if strings.Contains(strings.ToLower(out), "whitelist") {
+		t.Fatalf("account form must not mention whitelists:\n%s", out)
+	}
+}
@@ -54,7 +54,7 @@ checksum, makes it executable in `~/.local/bin` (ensure that's on your PATH), an

 | Variable | Default | Purpose |
 |---|---|---|
-| `EMCLI_VERSION` | `v0.4.1` | Release tag to fetch |
+| `EMCLI_VERSION` | `v0.6.0` | Release tag to fetch |
 | `EMCLI_BASE_URL` | `https://gitea.dcglab.co.uk/steve/emcli` | Repo base URL |
 | `EMCLI_INSTALL_DIR` | `$HOME/.local/bin` | Install location |

@@ -85,16 +85,27 @@ with both keys exported. Account creation and other admin is the human's job —

 ## 4. Find the account(s)

-You refer to an account by name (e.g. `gmail`, `work`). Ask the user which account to use.
-`emcli doctor` is an agent command (authorised by `EMCLI_KEY`), so you can run it to check that
-configured accounts connect and authenticate:
+You refer to an account by name (e.g. `gmail`, `work`). Discover the configured accounts yourself
+with `emcli account list` (an agent command authorised by `EMCLI_KEY`); it prints a JSON envelope
+with one entry per account:
+
+```bash
+emcli account list
+# {"error":false,"error_detail":{},"data":{"accounts":[
+#   {"name":"gmail","from":"me@gmail.com","can_send":true},
+#   {"name":"alerts","from":"alerts@x.com","can_send":false}]}}
+```
+
+`name` is what you pass to `--account`; `from` is the send-as identity; `can_send` is false for
+read-only accounts (they reject `send`). If unsure which to use, ask the user. `emcli doctor`
+(also an agent command) checks that accounts connect and authenticate:

 ```bash
 emcli doctor              # all accounts
 emcli doctor --account gmail
 ```

-Just take the account name from the user and start with the workflow in `SKILL.md`.
+Then start with the workflow in `SKILL.md`.

 ## You're set up

@@ -17,12 +17,12 @@ sets its exit code to match.

 ## Security model — read this first

- **You only run agent commands:** `list`, `get`, `search`, `ack`, `send`, `doctor`. You are
-  provided only `EMCLI_KEY` (the agent key), which authorises these commands and nothing else.
-  Account setup, passwords, whitelists, and config are the **user's** job (admin commands that
-  require `EMCLI_ADMIN_KEY`) — do not run or suggest running `account`, `whitelist`, `config`,
-  `audit`, or `init`. You have only `EMCLI_KEY` (agent key); `emcli` will refuse admin commands
-  with a privilege error.
+- **You only run agent commands:** `list`, `get`, `search`, `ack`, `send`, `doctor`, and
+  `account list` (to discover accounts). You are provided only `EMCLI_KEY` (the agent key), which
+  authorises these and nothing else. Account *setup* (`account add/edit/remove`), passwords,
+  whitelists, and config are the **user's** job (admin commands that require `EMCLI_ADMIN_KEY`) —
+  do not run or suggest running `account add/edit/remove`, `whitelist`, `config`, `audit`, or
+  `init`. `emcli` will refuse those with a privilege error.
 - **Never touch the secret key.** `EMCLI_KEY` is supplied in the environment by whoever launched
  you. Do not read it, print it, log it, pass it as an argument, or try to generate one. If it is
  missing, stop and tell the user (see "Files & first run").
@@ -120,6 +120,7 @@ read-only — tell the user; do not attempt another account without their say-so
 | `emcli search --account A [--folder F] [--from X] [--subject-contains X] [--text X] [--since-date D] [--before-date D]` | Server-side search |
 | `emcli ack --account A [--folder F] --uid-list U1,U2` | Mark message(s) processed |
 | `emcli send --account A --to X [--cc X] [--bcc X] --subject S --body B [--attach P]… [--reply-to U]` | Send / reply |
+| `emcli account list` | Discover accounts: JSON `name` / `from` / `can_send` per account |

 Defaults: `--folder INBOX`, `--limit 50` (max 500). Dates are RFC 3339 (e.g.
 `2026-06-01T00:00:00Z`). UIDs come from `list`/`search` output.
@@ -142,8 +143,9 @@ The user configures these; you cannot change them and shouldn't try.

 - ✅ Check `error` on every call; report `policy`/`not_found`/`auth` outcomes plainly to the user.
 - ✅ `get` to read, then `ack` only after you've truly processed a message.
- ✅ Ask the user for the account name; keep bodies plain text.
+- ✅ Discover accounts with `emcli account list`, or ask the user; keep bodies plain text.
 - ❌ Don't read, print, or invent `EMCLI_KEY` or any password.
- ❌ Don't run admin commands (`account`/`whitelist`/`config`/`audit`/`init`) — you have only
-  `EMCLI_KEY` (agent key); `emcli` will refuse admin commands with a privilege error.
+- ❌ Don't run admin commands (`account add/edit/remove`, `whitelist`, `config`, `audit`, `init`) —
+  you have only `EMCLI_KEY` (agent key); `emcli` will refuse them with a privilege error.
+  (`account list` is allowed — use it to discover accounts.)
 - ❌ Don't treat a blocked send or filtered message as a bug to route around — it's the user's policy.
@@ -7,17 +7,17 @@
 #   bash install.sh
 #
 # Environment overrides:
-#   EMCLI_VERSION      release tag to fetch          (default: v0.4.1)
+#   EMCLI_VERSION      release tag to fetch          (default: v0.6.0)
 #   EMCLI_BASE_URL     repo base URL                 (default: https://gitea.dcglab.co.uk/steve/emcli)
 #   EMCLI_INSTALL_DIR  where to put the binary        (default: $HOME/.local/bin)
 #
 # Release assets follow this naming scheme:
-#   emcli_<version>_<os>_<arch>[.exe]   e.g. emcli_0.4.1_linux_amd64
+#   emcli_<version>_<os>_<arch>[.exe]   e.g. emcli_0.6.0_linux_amd64
 #   checksums.txt                       (sha256, one "<sum>  <asset>" line per asset)

 set -euo pipefail

-VERSION="${EMCLI_VERSION:-v0.4.1}"
+VERSION="${EMCLI_VERSION:-v0.6.0}"
 BASE_URL="${EMCLI_BASE_URL:-https://gitea.dcglab.co.uk/steve/emcli}"
 INSTALL_DIR="${EMCLI_INSTALL_DIR:-$HOME/.local/bin}"
Author	SHA1	Message	Date
steve	03bcdf6fc0	chore(release): default installer to v0.6.0 release / release (push) Successful in 42s Details Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-27 15:16:41 +01:00
steve	87555fdc4d	style(cli): align account show columns with consistent label width Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-27 12:43:14 +01:00
steve	5476c04443	fix(cli): recognize account ls alias for agent role; align account show output; document edit password invariant Co-Authored-By: Claude Sonnet 4.6 <noreply@anthropic.com>	2026-06-27 12:42:19 +01:00
steve	dbefb68611	feat(cli): positional audit grammar (account positional, ls alias)	2026-06-27 12:33:11 +01:00
steve	1e00f68a3d	docs: update admin command reference to positional grammar Co-Authored-By: Claude Sonnet 4.6 <noreply@anthropic.com>	2026-06-27 12:28:23 +01:00
steve	1a03ce1c69	docs(cli): help reflects positional admin grammar + aliases Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-27 12:19:42 +01:00
steve	ca49a42d40	feat(tui): drop whitelist toggles from account form (managed via whitelist group) Co-Authored-By: Claude Sonnet 4.6 <noreply@anthropic.com>	2026-06-27 12:16:20 +01:00
steve	c826042625	feat(cli): top-level ls alias for list Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-27 12:12:03 +01:00
steve	44a9211a6f	feat(cli): doctor accepts positional account alongside --account	2026-06-27 12:08:21 +01:00
steve	9a8765d4e4	feat(cli): positional account grammar, account show, TTY remove confirm; drop whitelist flags Co-Authored-By: Claude Sonnet 4.6 <noreply@anthropic.com>	2026-06-27 12:04:04 +01:00
steve	1bf5bf3c47	feat(cli): positional whitelist grammar with required direction, enable/disable, validation Co-Authored-By: Claude Sonnet 4.6 <noreply@anthropic.com>	2026-06-27 11:56:54 +01:00
steve	f407fc126d	feat(cli): positional config grammar with registry + config list	2026-06-27 11:49:56 +01:00
steve	56ecdf246c	feat(store): add SetWhitelistEnabled	2026-06-27 11:47:01 +01:00
steve	a5bfaa4fe3	feat(cli): add config settings registry	2026-06-27 11:45:10 +01:00
steve	85642d5b12	feat(policy): add ValidWhitelistAddress Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-27 11:42:44 +01:00
steve	68c926f83b	feat(cli): add normalizeVerb alias helper	2026-06-27 11:40:42 +01:00
steve	2c7b8d3610	docs: implementation plan for human CLI grammar redesign Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-27 11:39:03 +01:00
steve	7a4d2881ba	docs: spec for human-facing CLI grammar redesign Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-27 11:21:23 +01:00
steve	3c5e0a26f3	chore(release): default installer to v0.5.2 release / release (push) Successful in 43s Details Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 23:05:31 +01:00
steve	456d25d4f3	fix(cli): clearer whitelist usage errors `whitelist <in\|out> <add\|remove\|list>` has two positional slots; omitting either let a --flag slide into the slot and produced a misleading "--account is required". Validate the direction and the subcommand up front, before flag parsing, so the real mistake is reported. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 23:04:40 +01:00
steve	3bea73f857	fix(store): expand a leading ~ in EMCLI_DB A literal "~/..." in EMCLI_DB has no shell to expand it, so SQLite opened it relative to the cwd and silently created a stray "~" directory tree. Expand a leading "~" or "~/" to the user's home dir; "~user", mid-path tildes, and absolute/relative paths are left untouched. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 23:04:40 +01:00
steve	c651b00d08	chore(release): default installer to v0.5.1 release / release (push) Failing after 3m14s Details Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 22:11:48 +01:00
steve	8ed10dd503	docs: agent can discover accounts via account list Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 21:39:12 +01:00
steve	2140d9e173	feat(cli): agent-readable account list (reduced JSON view) account list now routes to the agent role; an agent (EMCLI_KEY only) gets a JSON envelope of name/from/can_send, while the admin keeps the full text table. account add/edit/remove stay admin-only. Also emit the agent path's missing-key/open failure as a JSON Failure envelope (per spec), and update the stale run_test case that asserted the old admin-only behavior. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 21:37:37 +01:00
steve	64ff32ab29	docs(plan): agent-readable account list Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 21:34:33 +01:00
steve	7039371f70	docs(spec): agent-readable account list (reduced JSON view) Let an agent holding only EMCLI_KEY discover accounts via `account list`, exposing name/from/can_send (not host/username); admin keeps the full text table. account add/edit/remove stay admin-only. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 21:29:07 +01:00
steve	e1b4ec38e5	docs(manual): document --from on account edit and the send-as address Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:49:46 +01:00
steve	bd06b4b900	chore(release): default installer to v0.5.0 release / release (push) Successful in 40s Details Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:38:01 +01:00
steve	8e5c06a4cb	style: fix test name typo, table-test reporting, validator wording Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:32:33 +01:00
steve	32f5a8d933	fix(cli): clarify edit --from help; test edit --from validation Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:29:37 +01:00
steve	b6e68ddeae	feat(cli): configurable send-as From address (flags, TUI, validation) - tui.ValidFromAddress: exported validator; blank passes, malformed rejects - Fields.FromAddress: new field, round-trips through ToAccount/FieldsFromAccount - Fields.Validate: calls ValidFromAddress before returning nil - TUI form: from_address fieldDef between username and password - send.go: From set via acc.SendFrom() instead of acc.Username - admin.go account add: --from flag with pre-parse validation - admin.go account edit: --from flag; validate before Visit, apply in Visit - USER-MANUAL.md: --from flag added to account add flags table Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:25:14 +01:00
steve	6a99e5bb6e	feat(mail): derive bare envelope sender from display-name From Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:20:54 +01:00
steve	c5e42ffbae	fix(store): surface invalid schema_version; split migration test assertion Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:19:35 +01:00
steve	cdffb15004	feat(store): add account from_address field + v2 migration Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:16:15 +01:00
steve	a4c49d4aca	docs: implementation plan for send-as From address Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:12:28 +01:00
steve	852bb1dc5b	docs: design for send-as From address field Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com>	2026-06-23 20:06:38 +01:00