diff --git a/Makefile b/Makefile
index bc129ba..e198660 100644
--- a/Makefile
+++ b/Makefile
@@ -41,7 +41,7 @@ install: all
 	install -m 0755 libexec/devdesk-picker libexec/devdesk-claude-run libexec/devdesk-session-hook \
 		libexec/devdesk-tmux-ready libexec/devdesk-serve libexec/devdesk-statusline \
 		libexec/devdesk-deploy libexec/devdesk-state-hook libexec/devdesk-notify-matrix $(DESTDIR)$(LIBDIR)/
-	install -m 0644 libexec/devdesk-files.sh $(DESTDIR)$(LIBDIR)/devdesk-files.sh
+	install -m 0644 libexec/devdesk-files.sh libexec/devdesk-inbox.sh $(DESTDIR)$(LIBDIR)/
 	install -m 0755 build/ttyd $(DESTDIR)$(LIBDIR)/bin/ttyd
 	install -m 0644 dist/index.html share/tmux.conf share/claude-settings.json $(DESTDIR)$(SHAREDIR)/
 	install -d $(DESTDIR)$(SHAREDIR)/assets
diff --git a/README.md b/README.md
index 743a6a8..377dd0e 100644
--- a/README.md
+++ b/README.md
@@ -38,6 +38,7 @@ The tmux server runs in its own unit, so every Claude process lives in **that**
   - The sidebar shows it with context % and a context bar; the session chip's dot shows the current session's state.
   - A "… needs you" chip jumps to other sessions that are waiting, and a desktop notification fires when one starts waiting.
   - The **🔔 inbox** lists what needs you (waiting sessions, firing Grafana alerts) and what happened while you were away (a background session finished or started waiting, CI passed or failed); its badge counts them.
+  - **Answer from the inbox:** a session waiting on a permission shows the exact command/file and **Allow / Deny** (the key is pressed only if that prompt is still on screen); other waits and finished sessions offer **Peek & reply**: the last exchange and a reply box.
 - **Matrix "Claude needs you":** when a session has waited for `DEVDESK_MATRIX_DELAY` seconds (30) and no browser tab or SSH client is attached to it, `devdesk-notify-matrix` posts one message per wait, with a link, to the hookshot webhook URL in `/etc/devdesk/matrix-webhook` (mode 600; no file = off).
 - **File & image drop:** drag files onto the terminal or paste a screenshot.
   - They're uploaded through ttyd to `/var/lib/devdesk/uploads/<session>/` (25 MB max, pruned after 7 days), and the path is pasted into Claude.
diff --git a/bin/devdesk b/bin/devdesk
index 1f4d506..36b6625 100755
--- a/bin/devdesk
+++ b/bin/devdesk
@@ -19,6 +19,8 @@ set -euo pipefail
 . "${DEVDESK_LIBEXEC:-/usr/lib/devdesk}/devdesk-lib.sh"
 # shellcheck source=libexec/devdesk-files.sh
 . "$DEVDESK_LIBEXEC/devdesk-files.sh"
+# shellcheck source=libexec/devdesk-inbox.sh
+. "$DEVDESK_LIBEXEC/devdesk-inbox.sh"
 
 usage() {
     sed -n '2,12s/^# \{0,1\}//p' "$0"
@@ -325,6 +327,20 @@ cmd_attach() {
         dd_linger
         return
         ;;
+    --peek)
+        shift
+        cmd_peek "$@"
+        dd_linger
+        return
+        ;;
+    --answer | --reply)
+        local action=${1#--}
+        shift
+        "cmd_$action" "$@"
+        ok_json
+        dd_linger
+        return
+        ;;
     --new | --rename | --end)
         local action=${1#--}
         shift
diff --git a/debian/changelog b/debian/changelog
index c2b6f2c..e3abf4e 100644
--- a/debian/changelog
+++ b/debian/changelog
@@ -1,3 +1,23 @@
+devdesk (0.8.1) bookworm; urgency=medium
+
+  * Answer sessions from the 🔔 inbox without switching to them:
+    - Allow / Deny (#22): a PermissionRequest hook records what Claude wants
+      to run (tool, command/file/URL, Claude's description); the inbox shows
+      it with Allow, Deny and Open. The key is pressed in that session's
+      Claude window only if the same wait is still on and the permission
+      prompt is on screen, so a stale button never types into Claude.
+    - Peek & reply (#23): the last thing you asked and Claude's latest answer
+      (from the session's transcript), and a reply box; the reply is pasted
+      as one bracketed paste and sent. Available for sessions that wait for
+      input and from "finished" entries.
+    - Matrix "needs you" messages include the command.
+  * New attach commands: --answer SESSION SINCE allow|deny, --peek SESSION,
+    --reply SESSION BYTES (text streamed like uploads).
+  * Sessions pick up the new PermissionRequest hook when Claude next starts
+    (/exit, then ⏎).
+
+ -- Jared Vititoe <jjvititoe1@gmail.com>  Sat, 10 Oct 2026 20:22:37 -0400
+
 devdesk (0.8.0) bookworm; urgency=medium
 
   * Edit and save files in the Files pane (#20):
diff --git a/libexec/devdesk-inbox.sh b/libexec/devdesk-inbox.sh
new file mode 100644
index 0000000..179d376
--- /dev/null
+++ b/libexec/devdesk-inbox.sh
@@ -0,0 +1,111 @@
+# shellcheck shell=bash disable=SC2016 # single-quoted jq filters use jq variables
+# Answer a session without switching to it (devdesk#22, #23), sourced by
+# bin/devdesk and reached through `devdesk attach --answer|--peek|--reply`.
+
+dd_state_file() {
+    printf '%s/%s.json\n' "$DEVDESK_STATUS_DIR" "$1"
+}
+
+# The Claude window's visible screen (not the scrollback).
+dd_claude_screen() {
+    dd_tmux capture-pane -p -J -t "=$1:claude" 2>/dev/null
+}
+
+# --answer SESSION SINCE allow|deny: press the permission prompt's key in that
+# session's Claude window. Only when the same wait is still on (SINCE) and the
+# prompt is actually on screen, so a stale button never types into Claude.
+cmd_answer() {
+    [ $# -eq 3 ] || dd_die "usage: devdesk attach --answer SESSION SINCE allow|deny"
+    local session=$1 since=$2 choice=$3 file
+    dd_valid_name "$session" || dd_die "invalid session name: $session"
+    [[ $since =~ ^[0-9]+$ ]] || dd_die "bad wait id: $since"
+    case $choice in allow | deny) ;; *) dd_die "answer allow or deny" ;; esac
+    if ! { dd_server_up && dd_tmux has-session -t "=$session" 2>/dev/null; }; then dd_die "session '$session' isn't running"; fi
+    file=$(dd_state_file "$session")
+    if [ "$(jq -rM '"\(.state) \(.since) \(.request != null)"' "$file" 2>/dev/null)" != "waiting $since true" ]; then
+        dd_die "nothing to answer: it was already answered"
+    fi
+    # Every permission prompt lists "1. Yes" first (Bash, edits, fetches, MCP).
+    if ! dd_claude_screen "$session" | tail -n 40 | grep -Eq '^[[:space:]]*(❯[[:space:]]*)?1\.[[:space:]]+Yes'; then
+        dd_die "the permission prompt isn't on screen any more"
+    fi
+    if [ "$choice" = allow ]; then
+        dd_tmux send-keys -t "=$session:claude" 1
+    else
+        dd_tmux send-keys -t "=$session:claude" Escape
+    fi
+    # A denial doesn't fire a hook; the turn ends there. An approval is followed
+    # by PostToolUse, which takes it from here.
+    local tmp
+    tmp=$(mktemp "$DEVDESK_STATUS_DIR/.$session.XXXXXX") || return 0
+    if jq -cMn --arg s "$([ "$choice" = allow ] && echo working || echo idle)" --arg m "$([ "$choice" = allow ] && echo "Allowed from DevDesk" || echo "Denied from DevDesk")" \
+        '{state: $s, since: (now | floor), event: "DevDeskAnswer", message: $m}' >"$tmp"; then
+        mv -f "$tmp" "$file"
+    else
+        rm -f "$tmp"
+    fi
+}
+
+# The session's conversation file, from the id the SessionStart hook recorded.
+dd_transcript() {
+    local id
+    id=$(dd_registry_get "$1" claude_session_id)
+    [[ $id =~ ^[0-9a-f-]{36}$ ]] || return 1
+    compgen -G "${CLAUDE_CONFIG_DIR:-$HOME/.claude}/projects/*/$id.jsonl" | head -n1
+}
+
+# --peek SESSION: what the session is doing and the last exchange, from the end
+# of its transcript (the last assistant text and the last thing you asked).
+cmd_peek() {
+    [ $# -eq 1 ] || dd_die "usage: devdesk attach --peek SESSION"
+    local session=$1 transcript status
+    dd_valid_name "$session" || dd_die "invalid session name: $session"
+    status=$(jq -cM . "$(dd_state_file "$session")" 2>/dev/null) || status=null
+    transcript=$(dd_transcript "$session") || transcript=""
+    if [ -z "$transcript" ] || [ ! -r "$transcript" ]; then
+        jq -cMn --arg s "$session" --argjson st "${status:-null}" '{session: $s, status: $st, assistant: null, user: null}'
+        return
+    fi
+    tail -n 400 -- "$transcript" | jq -cMs --arg s "$session" --argjson st "${status:-null}" '
+        def text: if type == "string" then . else ([.[]? | select(.type == "text") | .text] | join("\n")) end;
+        [.[] | select(.isSidechain != true and .isMeta != true)] as $all
+        | ([$all[] | select(.type == "assistant") | {text: (.message.content | text), at: .timestamp} | select(.text != "")] | last) as $a
+        | ([$all[] | select(.type == "user" and (.message.content | type == "string" or (any(.[]?; .type == "text"))))
+              | {text: (.message.content | text), at: .timestamp}
+              | select(.text != "" and (.text | startswith("<") | not))] | last) as $u
+        | {session: $s, status: $st,
+           assistant: (if $a then {text: ($a.text | .[-4000:]), at: $a.at, truncated: ($a.text | length > 4000)} else null end),
+           user: (if $u then {text: ($u.text | .[-600:]), at: $u.at} else null end)}' 2>/dev/null ||
+        jq -cMn --arg s "$session" --argjson st "${status:-null}" '{session: $s, status: $st, assistant: null, user: null}'
+}
+
+# --reply SESSION BYTES: type a message into the session's Claude prompt and
+# send it. The text arrives as base64 after the READY line (like uploads) and is
+# pasted as one bracketed paste, so newlines in it don't send it early.
+cmd_reply() {
+    [ $# -eq 2 ] || dd_die "usage: devdesk attach --reply SESSION BYTES"
+    local session=$1 size=$2 file tmp b64len
+    dd_valid_name "$session" || dd_die "invalid session name: $session"
+    if ! [[ $size =~ ^[0-9]+$ ]] || [ "$size" -lt 1 ] || [ "$size" -gt 16384 ]; then dd_die "a reply is 1 to 16384 bytes"; fi
+    if ! { dd_server_up && dd_tmux has-session -t "=$session" 2>/dev/null; }; then dd_die "session '$session' isn't running"; fi
+    file=$(dd_state_file "$session")
+    if [ "$(jq -rM '"\(.state) \(.request != null)"' "$file" 2>/dev/null)" = "waiting true" ]; then
+        dd_die "Claude is asking for a permission: answer that first"
+    fi
+    tmp=$(mktemp)
+    trap 'rm -f "$tmp"' HUP INT TERM
+    # shellcheck disable=SC2017 # integer ceil(size/3)*4: the base64 length, on purpose
+    b64len=$(((size + 2) / 3 * 4))
+    stty raw -echo 2>/dev/null || true
+    printf 'DEVDESK-REPLY-READY\r\n'
+    head -c "$b64len" | base64 -d >"$tmp" 2>/dev/null || true
+    stty sane 2>/dev/null || true
+    if [ "$(stat -c %s "$tmp")" != "$size" ]; then
+        rm -f "$tmp"
+        dd_die "reply incomplete"
+    fi
+    dd_tmux load-buffer -b devdesk-reply "$tmp" && dd_tmux paste-buffer -p -d -b devdesk-reply -t "=$session:claude" &&
+        sleep 0.2 && dd_tmux send-keys -t "=$session:claude" Enter
+    rm -f "$tmp"
+    trap - HUP INT TERM
+}
diff --git a/libexec/devdesk-notify-matrix b/libexec/devdesk-notify-matrix
index 6c2cdee..39e748b 100755
--- a/libexec/devdesk-notify-matrix
+++ b/libexec/devdesk-notify-matrix
@@ -27,6 +27,8 @@ attached=$(dd_tmux list-sessions -F '#{session_name} #{session_attached}' 2>/dev
 [ "${attached:-0}" = 0 ] || exit 0
 
 message=$(jq -rM '.message // "Claude is waiting for your input"' "$state_file" 2>/dev/null)
+detail=$(jq -rM '.request.detail // empty' "$state_file" 2>/dev/null)
+[ -z "$detail" ] || message="$message: ${detail:0:300}"
 url=""
 # existing=1: if the session was ended by the time you tap, say so instead of
 # starting a new Claude there (devdesk#38).
diff --git a/libexec/devdesk-state-hook b/libexec/devdesk-state-hook
index 18b56f6..67f7f32 100755
--- a/libexec/devdesk-state-hook
+++ b/libexec/devdesk-state-hook
@@ -2,6 +2,9 @@
 # Claude Code hook (wired in via claude-settings.json) that tracks what Claude is
 # doing in each DevDesk session, for the sidebar's at-a-glance status:
 #   UserPromptSubmit, PostToolUse -> working
+#   PermissionRequest             -> waiting, with what Claude wants to run
+#                                    (tool + command/file/URL), for the inbox's
+#                                    Allow/Deny (devdesk#22)
 #   Notification                  -> waiting (Claude needs input or a permission)
 #   Stop, SessionStart            -> idle
 #   SessionEnd                    -> exited
@@ -35,7 +38,7 @@ PostToolUse:Edit | PostToolUse:Write | PostToolUse:MultiEdit | PostToolUse:Noteb
 esac
 case $event in
 UserPromptSubmit | PostToolUse) state=working ;;
-Notification) state=waiting ;;
+Notification | PermissionRequest) state=waiting ;;
 Stop | SessionStart) state=idle ;;
 SessionEnd) state=exited ;;
 *) exit 0 ;;
@@ -47,19 +50,33 @@ file="$dir/$session.json"
 if [ "$state" != waiting ] && [ -f "$file" ] && grep -q "\"state\":\"$state\"" "$file"; then
     exit 0
 fi
+# What a permission prompt is about. tool_use_id is null in PermissionRequest,
+# so a wait is identified by its `since` instead.
+request=null
+if [ "$event" = PermissionRequest ]; then
+    request=$(jq -cM '(.tool_input // {}) as $i | {tool: (.tool_name // "a tool"),
+        detail: (($i.command // $i.file_path // $i.notebook_path // $i.url // $i.pattern // $i.query // $i.path // ($i | tostring)) | tostring | .[0:600]),
+        description: ($i.description // null)}' <<<"$input" 2>/dev/null) || request=null
+    message="Claude wants to use ${tool:-a tool}"
+fi
 # A second Notification during the same wait updates the message but keeps
-# `since`, so the wait stays one wait (one Matrix message at most).
+# `since` (and what the wait is about), so the wait stays one wait (one Matrix
+# message at most).
 since=$(date +%s)
 was_waiting=0
 if [ "$state" = waiting ] && grep -q '"state":"waiting"' "$file" 2>/dev/null; then
     was_waiting=1
     since=$(jq -rM '.since // empty' "$file" 2>/dev/null) || since=$(date +%s)
     [[ $since =~ ^[0-9]+$ ]] || since=$(date +%s)
+    if [ "$request" = null ]; then
+        request=$(jq -cM '.request // null' "$file" 2>/dev/null) || request=null
+        [ "$request" = null ] || message=$(jq -rM '.message // empty' "$file" 2>/dev/null)
+    fi
 fi
 mkdir -p "$dir" 2>/dev/null || exit 0
 tmp=$(mktemp "$dir/.$session.XXXXXX" 2>/dev/null) || exit 0
-if jq -cMn --arg s "$state" --arg m "$message" --arg e "$event" --argjson t "$since" \
-    '{state: $s, since: $t, event: $e, message: (if $m == "" then null else $m end)}' >"$tmp"; then
+if jq -cMn --arg s "$state" --arg m "$message" --arg e "$event" --argjson t "$since" --argjson r "${request:-null}" \
+    '{state: $s, since: $t, event: $e, message: (if $m == "" then null else $m end)} + (if $r then {request: $r} else {} end)' >"$tmp"; then
     mv -f "$tmp" "$file"
 else
     rm -f "$tmp"
diff --git a/share/claude-settings.json b/share/claude-settings.json
index 464ad76..1bc671c 100644
--- a/share/claude-settings.json
+++ b/share/claude-settings.json
@@ -73,6 +73,17 @@
           }
         ]
       }
+    ],
+    "PermissionRequest": [
+      {
+        "hooks": [
+          {
+            "type": "command",
+            "command": "/usr/lib/devdesk/devdesk-state-hook",
+            "timeout": 5
+          }
+        ]
+      }
     ]
   },
   "statusLine": {
diff --git a/tests/attach.bats b/tests/attach.bats
index a628a84..d0f7684 100644
--- a/tests/attach.bats
+++ b/tests/attach.bats
@@ -675,3 +675,68 @@ fs_write() { # SESSION PATH BASE CONTENT-FILE
     [ "$status" -ne 0 ]
     [ "$(cat "$p/docs/notes/new.md")" = hello ]
 }
+
+@test "permission requests are recorded and answered only while their prompt shows (#22)" {
+    start_server
+    devdesk new alpha
+    claude_args alpha >/dev/null
+    pane=$(tmux -S "$DEVDESK_SOCKET" display -p -t =alpha:shell '#{pane_id}')
+    hook() { TMUX="$DEVDESK_SOCKET,1,0" TMUX_PANE="$pane" "$REPO/libexec/devdesk-state-hook"; }
+    echo '{"hook_event_name":"PermissionRequest","tool_name":"Bash","tool_input":{"command":"rm -rf /tmp/x","description":"Remove x"}}' | hook
+    echo '{"hook_event_name":"Notification","message":"Claude needs your permission","notification_type":"permission_prompt"}' | hook
+    st="$DEVDESK_STATE_DIR/state/alpha.json"
+    [ "$(jq -r '[.state, .request.tool, .request.detail, .request.description, .message] | @tsv' "$st")" = \
+        "$(printf 'waiting\tBash\trm -rf /tmp/x\tRemove x\tClaude wants to use Bash')" ]
+    since=$(jq -r .since "$st")
+    # The fake Claude window shows no prompt: refused, nothing typed.
+    run devdesk attach --answer alpha "$since" allow
+    [ "$status" -ne 0 ]
+    [[ $output == *"isn't on screen"* ]]
+    # Put a prompt on screen (what Claude draws), then allow.
+    tmux -S "$DEVDESK_SOCKET" respawn-window -k -t =alpha:claude "printf ' Do you want to proceed?\n ❯ 1. Yes\n   2. No\n'; read -r -n1 k; echo \"got:\$k\" > '$TMP/key'; sleep 30"
+    sleep 0.5
+    run devdesk attach --answer alpha 999 allow
+    [ "$status" -ne 0 ]
+    [[ $output == *"already answered"* ]]
+    run devdesk attach --answer alpha "$since" allow
+    [ "$status" -eq 0 ]
+    sleep 0.5
+    [ "$(cat "$TMP/key")" = "got:1" ]
+    [ "$(jq -r .state "$st")" = working ]
+    # Answered: a second click is refused.
+    run devdesk attach --answer alpha "$since" deny
+    [ "$status" -ne 0 ]
+}
+
+@test "peek shows the last exchange; reply pastes into the Claude window (#23)" {
+    start_server
+    devdesk new alpha
+    claude_args alpha >/dev/null
+    export CLAUDE_CONFIG_DIR="$TMP/claude"
+    id=11111111-2222-3333-4444-555555555555
+    mkdir -p "$CLAUDE_CONFIG_DIR/projects/-x"
+    cat >"$CLAUDE_CONFIG_DIR/projects/-x/$id.jsonl" <<'JSONL'
+{"type":"user","message":{"role":"user","content":"Please upgrade PBS"},"timestamp":"2026-10-10T10:00:00Z"}
+{"type":"assistant","message":{"role":"assistant","content":[{"type":"tool_use","name":"Bash","input":{}}]},"timestamp":"2026-10-10T10:00:05Z"}
+{"type":"user","message":{"role":"user","content":[{"type":"tool_result","content":"ok"}]},"timestamp":"2026-10-10T10:00:06Z"}
+{"type":"assistant","message":{"role":"assistant","content":[{"type":"text","text":"PBS is on 4.1. Reboot now?"}]},"timestamp":"2026-10-10T10:00:09Z"}
+JSONL
+    jq --arg id "$id" '.sessions.alpha.claude_session_id = $id' "$DEVDESK_STATE_DIR/registry.json" >"$TMP/r" && mv "$TMP/r" "$DEVDESK_STATE_DIR/registry.json"
+    run devdesk attach --peek alpha
+    [ "$status" -eq 0 ]
+    [ "$(jq -r '[.assistant.text, .user.text] | @tsv' <<<"$output")" = "$(printf 'PBS is on 4.1. Reboot now?\tPlease upgrade PBS')" ]
+    # reply: lands in the Claude window as one paste + Enter
+    tmux -S "$DEVDESK_SOCKET" respawn-window -k -t =alpha:claude "IFS= read -r line; printf '%s' \"\$line\" > '$TMP/got'; sleep 30"
+    sleep 0.3
+    printf 'yes, reboot it' >"$TMP/msg"
+    run bash -c "base64 -w0 '$TMP/msg' | '$REPO/bin/devdesk' attach --reply alpha 14"
+    [ "$status" -eq 0 ]
+    sleep 0.5
+    [ "$(cat "$TMP/got")" = "yes, reboot it" ]
+    # not while a permission prompt waits
+    mkdir -p "$DEVDESK_STATE_DIR/state"
+    printf '{"state":"waiting","since":1,"request":{"tool":"Bash"}}\n' >"$DEVDESK_STATE_DIR/state/alpha.json"
+    run bash -c "base64 -w0 '$TMP/msg' | '$REPO/bin/devdesk' attach --reply alpha 14"
+    [ "$status" -ne 0 ]
+    [[ $output == *"answer that first"* ]]
+}
diff --git a/web/src/connection.js b/web/src/connection.js
index d910481..e751c56 100644
--- a/web/src/connection.js
+++ b/web/src/connection.js
@@ -215,6 +215,21 @@ async function uploadNow(session, file, onProgress) {
   return result.path;
 }
 
+// Answer a session from the inbox (devdesk#22, #23).
+export function answerPrompt(session, since, choice) {
+  return sessionAction('answer', session, String(since), choice);
+}
+
+export async function peekSession(session) {
+  return parseListOutput(await runCommand(['--peek', session], 15000));
+}
+
+export async function replyTo(session, text) {
+  const bytes = new TextEncoder().encode(text);
+  const result = await limited(() => streamIn(['--reply', session, String(bytes.length)], 'DEVDESK-REPLY-READY', new Blob([bytes])));
+  if (!result.ok) throw new Error('not sent');
+}
+
 // Save a file from the editor (devdesk#20): `--fs-write SESSION PATH BYTES BASE`
 // with the content streamed after the ready line. Resolves the server's JSON:
 // {ok: true, sha, size, mtime} or {ok: false, conflict: true, sha} when the file
diff --git a/web/src/inbox.js b/web/src/inbox.js
index e0c13ef..c385001 100644
--- a/web/src/inbox.js
+++ b/web/src/inbox.js
@@ -5,6 +5,8 @@
 
 import { el } from './dom.js';
 import { ago } from './sessions.js';
+import { answerPrompt, peekSession, replyTo } from './connection.js';
+import { toast } from './ui.js';
 
 const KEY = 'devdesk.inbox';
 const MAX = 30;
@@ -65,6 +67,8 @@ export class Inbox {
     if (open) this.panel.removeAttribute('aria-hidden');
     else this.panel.setAttribute('aria-hidden', 'true');
     this.button.setAttribute('aria-expanded', String(open));
+    if (!open) this.peeking = null;
+    this.panel.classList.toggle('is-peek', false);
     if (open) this.render();
   }
 
@@ -113,7 +117,84 @@ export class Inbox {
     if (this.isOpen) this.renderPanel();
   }
 
+  // ------------------------------------------------------------ answer from here
+
+  async answer(session, since, choice, button) {
+    button.disabled = true;
+    try {
+      await answerPrompt(session, since, choice);
+      toast.success(choice === 'allow' ? `Allowed in ${session}` : `Denied in ${session}`);
+      this.hooks.refresh?.();
+    } catch (error) {
+      toast.error(`${session}: ${error.message}`);
+      this.hooks.refresh?.();
+    } finally {
+      button.disabled = false;
+    }
+  }
+
+  // Peek: the last exchange of a session, and a reply box.
+  async peek(session) {
+    this.peeking = session;
+    this.panel.classList.add('is-peek');
+    const body = el('div', { class: 'dd-peek' }, el('div', { class: 'dd-notif-empty' }, 'Loading…'));
+    this.list.replaceChildren(body);
+    let data;
+    try {
+      data = await peekSession(session);
+    } catch (error) {
+      body.replaceChildren(el('div', { class: 'dd-notif-empty' }, error.message));
+      return;
+    }
+    if (this.peeking !== session) return;
+    const input = el('textarea', { class: 'lt-input dd-peek-input', rows: '3', placeholder: `Reply to ${session}… (Ctrl+Enter sends)`, 'aria-label': `Reply to ${session}` });
+    const send = el('button', { type: 'button', class: 'lt-btn lt-btn-primary lt-btn-sm' }, 'Send');
+    const submit = async () => {
+      const text = input.value.trim();
+      if (!text) return;
+      send.disabled = true;
+      try {
+        await replyTo(session, text);
+        toast.success(`Sent to ${session}`);
+        this.peeking = null;
+        this.setOpen(false);
+        this.hooks.refresh?.();
+      } catch (error) {
+        toast.error(`${session}: ${error.message}`);
+      } finally {
+        send.disabled = false;
+      }
+    };
+    send.addEventListener('click', submit);
+    input.addEventListener('keydown', (event) => {
+      if (event.key === 'Enter' && (event.ctrlKey || event.metaKey)) {
+        event.preventDefault();
+        submit();
+      }
+      event.stopPropagation(); // keys belong to the reply box, not the terminal or shortcuts
+    });
+    const status = data.status;
+    const waitingRequest = status?.state === 'waiting' && status.request;
+    body.replaceChildren(
+      el('div', { class: 'dd-peek-head' },
+        el('button', { type: 'button', class: 'dd-peek-back', onclick: () => { this.peeking = null; this.panel.classList.remove('is-peek'); this.renderPanel(); } }, '←'),
+        el('span', { class: 'dd-peek-title' }, session),
+        el('span', { class: 'dd-peek-state' }, status?.state ? `${status.state}${status.since ? ` · ${ago(status.since)}` : ''}` : '')),
+      data.user ? el('div', { class: 'dd-peek-user' }, el('span', { class: 'dd-peek-label' }, 'You'), data.user.text) : null,
+      el('div', { class: 'dd-peek-assistant' },
+        el('span', { class: 'dd-peek-label' }, 'Claude'),
+        data.assistant ? `${data.assistant.truncated ? '…' : ''}${data.assistant.text}` : 'Nothing yet.'),
+      waitingRequest
+        ? el('div', { class: 'dd-notif-empty' }, 'Claude is asking for a permission: answer it from the list, or open the session.')
+        : el('div', { class: 'dd-peek-reply' }, input, el('div', { class: 'dd-peek-actions' },
+          el('button', { type: 'button', class: 'lt-btn lt-btn-ghost lt-btn-sm', onclick: () => { this.setOpen(false); this.hooks.openSession(session); } }, 'Open session'),
+          send)));
+    if (!waitingRequest) input.focus();
+    body.querySelector('.dd-peek-assistant').scrollTop = 1e9;
+  }
+
   renderPanel() {
+    if (this.peeking) return; // the peek view stays until you go back
     const close = (run) => () => {
       this.setOpen(false);
       run();
@@ -136,11 +217,31 @@ export class Inbox {
     if (this.waiting.length) {
       nodes.push(el('div', { class: 'dd-notif-section' }, 'Needs you'));
       for (const s of this.waiting) {
-        nodes.push(item({
+        const request = s.status?.request;
+        const node = item({
           dot: 'red', unread: true, title: `${s.name}: ${s.status?.message || 'Claude is waiting for your input'}`,
           meta: s.status?.since ? `waiting ${ago(s.status.since)}` : 'waiting',
           onclick: close(() => this.hooks.openSession(s.name)),
-        }));
+        });
+        const stop = (run) => (event) => {
+          event.stopPropagation();
+          run(event.currentTarget);
+        };
+        const body = node.querySelector('.lt-notif-item-body');
+        if (request) {
+          body.append(
+            request.description ? el('div', { class: 'dd-request-desc' }, request.description) : null,
+            el('code', { class: 'dd-request' }, request.detail || request.tool),
+            el('div', { class: 'dd-request-actions' },
+              el('button', { type: 'button', class: 'lt-btn lt-btn-primary lt-btn-sm', onclick: stop((b) => this.answer(s.name, s.status.since, 'allow', b)) }, 'Allow'),
+              el('button', { type: 'button', class: 'lt-btn lt-btn-danger lt-btn-sm', onclick: stop((b) => this.answer(s.name, s.status.since, 'deny', b)) }, 'Deny'),
+              el('button', { type: 'button', class: 'lt-btn lt-btn-ghost lt-btn-sm', onclick: stop(() => { this.setOpen(false); this.hooks.openSession(s.name); }) }, 'Open')));
+        } else {
+          body.append(el('div', { class: 'dd-request-actions' },
+            el('button', { type: 'button', class: 'lt-btn lt-btn-sm', onclick: stop(() => this.peek(s.name)) }, 'Peek & reply'),
+            el('button', { type: 'button', class: 'lt-btn lt-btn-ghost lt-btn-sm', onclick: stop(() => { this.setOpen(false); this.hooks.openSession(s.name); }) }, 'Open')));
+        }
+        nodes.push(node);
       }
     }
     if (this.alerts.length) {
@@ -160,7 +261,7 @@ export class Inbox {
         const kind = KINDS[e.kind] ?? { tone: 'cyan' };
         // An entry about a session that has since ended must not bring it back (devdesk#38).
         const ended = !e.url && e.session && this.known && !this.known.has(e.session);
-        nodes.push(item({
+        const recentNode = item({
           dot: e.read || ended ? 'read' : kind.tone, unread: !e.read && !ended, title: e.text,
           meta: `${when(e.at)}${ended ? ' · session ended' : ''}`,
           onclick: close(() => {
@@ -170,7 +271,12 @@ export class Inbox {
             else if (ended) this.hooks.ended?.(e.session);
             else if (e.session) this.hooks.openSession(e.session);
           }),
-        }));
+        });
+        if (e.kind === 'finished' && !ended) {
+          recentNode.querySelector('.lt-notif-item-body').append(el('div', { class: 'dd-request-actions' },
+            el('button', { type: 'button', class: 'lt-btn lt-btn-ghost lt-btn-sm', onclick: (event) => { event.stopPropagation(); this.peek(e.session); } }, 'Peek & reply')));
+        }
+        nodes.push(recentNode);
       }
     }
     if (!nodes.length) nodes.push(el('div', { class: 'dd-notif-empty' }, 'Nothing needs you. Sessions that finish or wait while you\'re elsewhere show up here.'));
diff --git a/web/src/main.js b/web/src/main.js
index 60b01e3..e976483 100644
--- a/web/src/main.js
+++ b/web/src/main.js
@@ -900,6 +900,7 @@ function wireChrome() {
     hooks: {
       openSession: (name) => connect(name, { existing: true }),
       ended: (name) => toast.info(`${name} has ended; its conversation is still in Claude's history`),
+      refresh: () => sessionsPanel.reload(),
       showAlerts: () => {
         setSidebar(true);
         $('widget-alerts').scrollIntoView({ block: 'start', behavior: 'smooth' });
diff --git a/web/styles.css b/web/styles.css
index 8f58997..7e50018 100644
--- a/web/styles.css
+++ b/web/styles.css
@@ -947,3 +947,32 @@ html[data-theme="light"] .dd-files.is-narrow .dd-explorer { box-shadow: 8px 0 24
 .dd-dialog.is-wide .lt-modal-body { padding: 0; }
 .dd-compare { display: flex; height: min(64vh, 640px); }
 .dd-compare > .cm-editor { flex: 1; min-width: 0; }
+
+/* ---- inbox: answer & peek (devdesk#22, #23) --------------------------------------------- */
+.dd-inbox-panel.is-peek { width: min(460px, calc(100vw - 16px)); }
+.dd-request-desc { margin-top: 4px; color: var(--text-secondary); font-size: 0.7rem; }
+.dd-request {
+  display: block;
+  max-height: 7.5em;
+  margin-top: 4px;
+  padding: 4px 6px;
+  overflow: auto;
+  border-left: 2px solid var(--accent-amber);
+  background: var(--bg-terminal);
+  color: var(--text-primary);
+  font-family: var(--font-mono);
+  font-size: 0.7rem;
+  white-space: pre-wrap;
+  overflow-wrap: anywhere;
+}
+.dd-request-actions { display: flex; flex-wrap: wrap; gap: 6px; margin-top: 6px; }
+.dd-peek { display: flex; flex-direction: column; gap: 8px; padding: 8px 10px 10px; }
+.dd-peek-head { display: flex; align-items: center; gap: 8px; }
+.dd-peek-back { padding: 0 6px; border: 1px solid var(--border-color); background: none; color: var(--accent-cyan); cursor: pointer; }
+.dd-peek-title { flex: 1; color: var(--text-primary); font-weight: 700; font-size: 0.8rem; }
+.dd-peek-state { color: var(--text-muted); font-size: 0.66rem; }
+.dd-peek-label { display: block; margin-bottom: 2px; color: var(--accent-orange); font-size: 0.6rem; letter-spacing: 0.1em; text-transform: uppercase; }
+.dd-peek-user { padding: 6px 8px; border-left: 2px solid var(--border-color); color: var(--text-secondary); font-size: 0.72rem; white-space: pre-wrap; overflow-wrap: anywhere; }
+.dd-peek-assistant { max-height: 38vh; padding: 6px 8px; overflow: auto; border-left: 2px solid var(--accent-cyan); background: var(--bg-terminal); color: var(--text-primary); font-size: 0.74rem; line-height: 1.5; white-space: pre-wrap; overflow-wrap: anywhere; }
+.dd-peek-input { width: 100%; min-height: 4.5em; resize: vertical; font-family: var(--font-mono); font-size: 0.76rem; }
+.dd-peek-actions { display: flex; justify-content: flex-end; gap: 6px; margin-top: 6px; }