diff --git a/.changeset/ask-user-question-forms.md b/.changeset/ask-user-question-forms.md
new file mode 100644
index 0000000..9ba1f9e
--- /dev/null
+++ b/.changeset/ask-user-question-forms.md
@@ -0,0 +1,5 @@
+---
+"@jmfederico/pi-web": patch
+---
+
+Add an `ask_user` session tool that lets agents post structured question sets as one browser form. Agents end their run while the form waits; users can submit full or partial answers, unanswered questions are reported explicitly, pending forms survive browser and web/API reconnects, and closed forms remain readable in the transcript. Disable the tool with `askUser: false` or `PI_WEB_ASK_USER=false`.
diff --git a/docs/config.html b/docs/config.html
index cb53e8a..fd57961 100644
--- a/docs/config.html
+++ b/docs/config.html
@@ -167,13 +167,13 @@
                 Environment overrides include <code>PI_WEB_HOST</code>, <code>PI_WEB_PORT</code> / <code>PORT</code>,
                 <code>PI_WEB_ALLOWED_HOSTS</code>, <code>PI_WEB_MAX_UPLOAD_BYTES</code>, <code>PI_WEB_AGENT_COMMAND</code>,
                 <code>PI_WEB_AGENT_DIR</code>, <code>PI_WEB_AGENT_SESSION_DIR</code>, <code>PI_CODING_AGENT_DIR</code> /
-                <code>PI_CODING_AGENT_SESSION_DIR</code> for Pi compatibility, <code>PI_WEB_SPAWN_SESSIONS</code>, and
-                <code>PI_WEB_SUBSESSIONS</code>.
+                <code>PI_CODING_AGENT_SESSION_DIR</code> for Pi compatibility, <code>PI_WEB_SPAWN_SESSIONS</code>,
+                <code>PI_WEB_SUBSESSIONS</code>, and <code>PI_WEB_ASK_USER</code>.
               </p>
               <ul>
                 <li><code>host</code> / <code>port</code>: restart the gateway web/API service or process.</li>
                 <li><code>maxUploadBytes</code>: restart both the web/API process and the session daemon on that machine.</li>
-                <li><code>agent.command</code> / <code>agent.dir</code> / <code>spawnSessions</code> / <code>subsessions</code>: restart the session daemon on that machine.</li>
+                <li><code>agent.command</code> / <code>agent.dir</code> / <code>spawnSessions</code> / <code>subsessions</code> / <code>askUser</code>: restart the session daemon on that machine.</li>
                 <li><code>pathAccess</code>: applies on the next request; existing file views may need a browser refresh.</li>
                 <li><code>uploads.defaultFolder</code>: applies to newly opened Files upload dialogs and new direct drag/drop batches after config/workspace refresh.</li>
                 <li><code>plugins</code>: reload the browser tab after changing PI WEB plugin enablement.</li>
@@ -212,6 +212,7 @@
   },
   "spawnSessions": true,
   "subsessions": false,
+  "askUser": true,
   "plugins": {
     "workspace-tasks": { "enabled": true },
     "updates": { "enabled": true },
@@ -367,6 +368,14 @@
                       <td>Not supported locally; also requires <code>spawnSessions</code></td>
                       <td>Restart session daemon on that machine</td>
                     </tr>
+                    <tr>
+                      <td>Agent can post question forms</td>
+                      <td><code>askUser</code></td>
+                      <td><code>PI_WEB_ASK_USER</code></td>
+                      <td>Global/session daemon</td>
+                      <td>Not supported locally</td>
+                      <td>Restart session daemon on that machine</td>
+                    </tr>
                     <tr>
                       <td>PI WEB plugin enablement/settings</td>
                       <td><code>plugins.&lt;id&gt;.enabled</code>, <code>plugins.&lt;id&gt;.settings</code></td>
@@ -791,6 +800,38 @@
                 session daemon on that machine after changing them.
               </p>
               <p>Environment override: <code>PI_WEB_SUBSESSIONS=0|1|true|false</code>.</p>
+
+              <h3><code>askUser</code> and <code>ask_user</code></h3>
+              <p>
+                <code>askUser</code> controls whether agents receive the core <code>ask_user</code> tool. It defaults to
+                <code>true</code>; set it to <code>false</code>, or set <code>PI_WEB_ASK_USER=false</code>, to remove the
+                tool. The environment override accepts <code>0|1|true|false</code> and takes precedence over the config file.
+              </p>
+              <p>
+                The tool accepts one set of 1–20 questions. Each question has a unique <code>id</code>, its
+                <code>question</code> text, optional supporting <code>detail</code>, up to 12 options with stable values and
+                user-facing labels, and optional <code>allowOther</code> and <code>multiple</code> flags. A question must
+                offer at least one option or allow free text. No question is required: the user may leave any of them
+                unanswered.
+              </p>
+              <p>
+                Calling <code>ask_user</code> posts the whole set as one browser form and ends the current agent run
+                instead of waiting for the user. The open form is owned by the session daemon, so it survives a browser
+                disconnect, browser reload, or web/API restart while that daemon keeps running. When the user submits,
+                the answers arrive as a follow-up that wakes the session; each question is reported with its selected
+                option values or free text, or explicitly as unanswered.
+              </p>
+              <p>
+                PI WEB confirms a partial submission before sending it and names the unanswered questions. Only one ask
+                can be open per session: a later <code>ask_user</code> call supersedes the earlier one, reports that fact
+                and its unanswered questions to the model, and turns the earlier card into a read-only transcript record.
+                Submitted and cancelled asks likewise remain readable in the transcript.
+              </p>
+              <div class="callout warning">
+                <strong>Restart required:</strong> restart the session daemon after changing <code>askUser</code> or after
+                upgrading PI WEB to a version that introduces this tool. For the systemd user service, run
+                <code>systemctl --user restart pi-web-sessiond</code>.
+              </div>
             </section>
 
 
diff --git a/docs/config.md b/docs/config.md
index 9af66f2..14fdf02 100644
--- a/docs/config.md
+++ b/docs/config.md
@@ -33,13 +33,13 @@ defaults → global config file → environment overrides
 
 Supported project-local settings are then applied for that project's workspaces. For upload defaults, `<project>/.pi-web/config.json` overrides the global value.
 
-Environment overrides include `PI_WEB_HOST`, `PI_WEB_PORT` / `PORT`, `PI_WEB_ALLOWED_HOSTS`, `PI_WEB_MAX_UPLOAD_BYTES`, `PI_WEB_AGENT_COMMAND`, `PI_WEB_AGENT_DIR`, `PI_WEB_AGENT_SESSION_DIR`, `PI_CODING_AGENT_DIR` / `PI_CODING_AGENT_SESSION_DIR` for Pi compatibility, `PI_WEB_SPAWN_SESSIONS`, and `PI_WEB_SUBSESSIONS`.
+Environment overrides include `PI_WEB_HOST`, `PI_WEB_PORT` / `PORT`, `PI_WEB_ALLOWED_HOSTS`, `PI_WEB_MAX_UPLOAD_BYTES`, `PI_WEB_AGENT_COMMAND`, `PI_WEB_AGENT_DIR`, `PI_WEB_AGENT_SESSION_DIR`, `PI_CODING_AGENT_DIR` / `PI_CODING_AGENT_SESSION_DIR` for Pi compatibility, `PI_WEB_SPAWN_SESSIONS`, `PI_WEB_SUBSESSIONS`, and `PI_WEB_ASK_USER`.
 
 Process restarts depend on the key:
 
 - `host` / `port`: restart the gateway web/API service or process.
 - `maxUploadBytes`: restart both the web/API process and the session daemon on that machine.
-- `agent.command` / `agent.dir` / `spawnSessions` / `subsessions`: restart the session daemon on that machine.
+- `agent.command` / `agent.dir` / `spawnSessions` / `subsessions` / `askUser`: restart the session daemon on that machine.
 - `pathAccess`: applies on the next request; existing file views may need a browser refresh.
 - `uploads.defaultFolder`: applies to newly opened Files upload dialogs and new direct drag/drop batches after config/workspace refresh.
 - `plugins`: reload the browser tab after changing PI WEB plugin enablement.
@@ -65,6 +65,7 @@ Process restarts depend on the key:
   },
   "spawnSessions": true,
   "subsessions": false,
+  "askUser": true,
   "plugins": {
     "workspace-tasks": { "enabled": true },
     "updates": { "enabled": true },
@@ -116,6 +117,7 @@ Rows with JSON key `—` are runtime-only environment variables, not config-file
 | Agent profile state directory | `agent.dir` | `PI_WEB_AGENT_DIR` (`PI_CODING_AGENT_DIR` for Pi compatibility) | Global/session daemon | Not supported locally | Restart session daemon on that machine; affects auth, models, settings, sessions, Pi packages, and Pi-package-backed PI WEB plugins |
 | Agent can spawn sessions | `spawnSessions` | `PI_WEB_SPAWN_SESSIONS` | Global/session daemon | Not supported locally | Restart session daemon on that machine |
 | Tracked subsessions (beta) | `subsessions` | `PI_WEB_SUBSESSIONS` | Global/session daemon | Not supported locally; also requires `spawnSessions` | Restart session daemon on that machine |
+| Agent can post question forms | `askUser` | `PI_WEB_ASK_USER` | Global/session daemon | Not supported locally | Restart session daemon on that machine |
 | Plugin enablement/settings | `plugins.<id>.enabled`, `plugins.<id>.settings` | — | Global | Not core local config; plugins may read their own project files | Reload browser tab |
 | Keyboard shortcuts | `shortcuts.<actionId>` | — | Global | Not supported locally | Applies after settings save/config refresh |
 | Project config version | `version` | — | Project | Project-local only; must be `1` when present | Next project-config read |
@@ -269,6 +271,18 @@ A completion notice wakes an idle parent or queues behind in-flight work. Each n
 
 In **Settings → Session daemon**, these keys are saved on the selected machine. Restart the session daemon on that machine after changing them.
 
+#### `askUser` and `ask_user`
+
+`askUser` controls whether agents receive the core `ask_user` tool. It defaults to `true`; set it to `false`, or set `PI_WEB_ASK_USER=false`, to remove the tool. The environment override accepts `0|1|true|false` and takes precedence over the config file.
+
+The tool accepts one set of 1–20 questions. Each question has a unique `id`, its `question` text, optional supporting `detail`, up to 12 options with stable values and user-facing labels, and optional `allowOther` and `multiple` flags. A question must offer at least one option or allow free text. No question is required: the user may leave any of them unanswered.
+
+Calling `ask_user` posts the whole set as one browser form and ends the current agent run instead of waiting for the user. The open form is owned by the session daemon, so it survives a browser disconnect, browser reload, or web/API restart while that daemon keeps running. When the user submits, the answers arrive as a follow-up that wakes the session; each question is reported with its selected option values or free text, or explicitly as unanswered.
+
+PI WEB confirms a partial submission before sending it and names the unanswered questions. Only one ask can be open per session: a later `ask_user` call supersedes the earlier one, reports that fact and its unanswered questions to the model, and turns the earlier card into a read-only transcript record. Submitted and cancelled asks likewise remain readable in the transcript.
+
+Restart the session daemon after changing `askUser` or after upgrading PI WEB to a version that introduces this tool. For the systemd user service, run `systemctl --user restart pi-web-sessiond`.
+
 ### Plugin config
 
 The `plugins` key is only for PI WEB browser plugin enablement/settings on the machine whose config you are editing. It does not install, remove, or update Pi packages; use **Settings → Pi packages** or Pi's package manager for package operations. In a federated setup, **Settings → PI WEB plugins** and **Settings → Pi packages** both target the currently selected machine, and each panel labels where changes will be saved or run.