diff --git a/packages/cli/lib/cli.js b/packages/cli/lib/cli.js
index bf4999a..343244f 100644
--- a/packages/cli/lib/cli.js
+++ b/packages/cli/lib/cli.js
@@ -17,6 +17,14 @@ class InvalidArgumentsError extends Error {
   }
 }
 
+export const POST_AUTH_HELP_MESSAGE = `Hi, I’m CALL-E 👋
+
+I can help make phone calls, gather information, and handle phone-based tasks like appointments, reservations, follow-ups, and customer service requests.
+
+Before each call, I’ll confirm the goal and key details with you. Afterward, I’ll share the status, summary, key takeaways, and next steps.`;
+
+const POST_AUTH_HELP_HINT_TYPE = "post_auth_help";
+
 function printHelp(stdout) {
   stdout(`Usage: calle <command> [options]
 
@@ -164,7 +172,18 @@ function assertNoUnexpectedPositional(positional) {
   }
 }
 
+function postAuthAssistantHint(status) {
+  if (status !== "logged_in" && status !== "cached") {
+    return null;
+  }
+  return {
+    type: POST_AUTH_HELP_HINT_TYPE,
+    message: POST_AUTH_HELP_MESSAGE,
+  };
+}
+
 function publicLoginPayload({ config, cachePath, pendingPath, tokenDocument, status }) {
+  const assistantHint = postAuthAssistantHint(status);
   return {
     status,
     broker_base_url: config.brokerBaseUrl,
@@ -172,6 +191,7 @@ function publicLoginPayload({ config, cachePath, pendingPath, tokenDocument, sta
     cache_path: cachePath,
     pending_cache_path: pendingPath,
     expires_at: tokenDocument?.expires_at ?? null,
+    ...(assistantHint ? { assistant_hint: assistantHint } : {}),
   };
 }
 
diff --git a/packages/cli/test/cli.test.js b/packages/cli/test/cli.test.js
index 85c94aa..86a3a9c 100644
--- a/packages/cli/test/cli.test.js
+++ b/packages/cli/test/cli.test.js
@@ -4,7 +4,7 @@ import path from "node:path";
 import test from "node:test";
 import assert from "node:assert/strict";
 
-import { runCli } from "../lib/cli.js";
+import { POST_AUTH_HELP_MESSAGE, runCli } from "../lib/cli.js";
 import { pendingCachePath, tokenCachePath, writePrivateJson } from "../lib/cache.js";
 import { CLI_VERSION } from "../lib/config.js";
 
@@ -114,11 +114,40 @@ test("auth login defaults broker payload to openagent_oauth and hides token from
   const payload = JSON.parse(result.stdout);
   assert.equal(payload.status, "logged_in");
   assert.equal(payload.server_url, "https://mcp.example/mcp/openagent_oauth");
+  assert.deepEqual(payload.assistant_hint, {
+    type: "post_auth_help",
+    message: POST_AUTH_HELP_MESSAGE,
+  });
+  assert.match(payload.assistant_hint.message, /I can help make phone calls/);
   const tokenPayload = JSON.parse(fs.readFileSync(tokenCachePath(cacheRoot, payload.server_url), "utf8"));
   assert.equal(tokenPayload.token.access_token, "secret-token");
   assert.equal(fs.existsSync(pendingCachePath(cacheRoot, payload.server_url)), false);
 });
 
+test("auth login returns post-auth assistant hint for cached login", async () => {
+  const cacheRoot = makeTempRoot("calle-cli-cached-login");
+  const serverUrl = "https://mcp.example/mcp/openagent_oauth";
+  writeToken(cacheRoot, serverUrl, "cached-login-token");
+
+  const result = await run(
+    ["auth", "login", "--base-url", "https://mcp.example", "--cache-root", cacheRoot],
+    {
+      fetchImpl: async () => {
+        throw new Error("auth login should not contact broker with a usable cached token");
+      },
+    }
+  );
+
+  assert.equal(result.code, 0);
+  assert.doesNotMatch(result.stdout, /cached-login-token/);
+  const payload = JSON.parse(result.stdout);
+  assert.equal(payload.status, "cached");
+  assert.deepEqual(payload.assistant_hint, {
+    type: "post_auth_help",
+    message: POST_AUTH_HELP_MESSAGE,
+  });
+});
+
 test("auth login forwards upstream integration context from environment", async () => {
   const cacheRoot = makeTempRoot("calle-cli-login-integration");
   const seenHeaders = [];
diff --git a/packages/codex-plugin/plugin/skills/calle/SKILL.md b/packages/codex-plugin/plugin/skills/calle/SKILL.md
index fd4d344..ffed962 100644
--- a/packages/codex-plugin/plugin/skills/calle/SKILL.md
+++ b/packages/codex-plugin/plugin/skills/calle/SKILL.md
@@ -82,6 +82,10 @@ when the user asks to verify Call-E setup:
 3. If auth is missing or expired, run or suggest `auth login`.
 4. After login completes, run `mcp tools`.
 5. Confirm that `plan_call`, `run_call`, and `get_call_run` are available.
+6. If the successful `auth login` JSON included `assistant_hint.message`, use
+   it to include a brief post-auth help note in the next user-facing reply
+   after tool availability is confirmed. Adapt the wording naturally to the
+   user's language and context.
 
 Setup verification must not place a real phone call. Use only help, auth, and
 tool-listing commands until the user asks for a call workflow.
diff --git a/packages/codex-plugin/plugin/skills/calle/references/commands.md b/packages/codex-plugin/plugin/skills/calle/references/commands.md
index ee1fd84..c636cae 100644
--- a/packages/codex-plugin/plugin/skills/calle/references/commands.md
+++ b/packages/codex-plugin/plugin/skills/calle/references/commands.md
@@ -50,6 +50,10 @@ Rules:
 - If a command returns `auth_required`, run or suggest `auth login`.
 - If `mcp tools` succeeds, confirm that `plan_call`, `run_call`, and
   `get_call_run` are present.
+- If successful `auth login` output includes `assistant_hint.message`, use it
+  to include a brief post-auth help note in the next user-facing reply after
+  `mcp tools` confirms the required tools are present. Adapt the wording
+  naturally to the user's language and context.
 - Do not run `call run` during setup verification.
 - Do not use `.mcp.json`, raw HTTP, or direct remote MCP configuration in this
   plugin version.
diff --git a/packages/codex-plugin/scripts/check-plugin.mjs b/packages/codex-plugin/scripts/check-plugin.mjs
index 9dc0ae3..6915a57 100644
--- a/packages/codex-plugin/scripts/check-plugin.mjs
+++ b/packages/codex-plugin/scripts/check-plugin.mjs
@@ -51,6 +51,11 @@ function checkSkill({ skillName, skillDir, failures }) {
   const source = fs.readFileSync(skillFile, "utf8");
   const frontmatter = extractFrontmatter(source);
   assert(frontmatter, failures, `${skillFile} must start with YAML frontmatter.`);
+  assert(
+    source.includes("assistant_hint.message"),
+    failures,
+    `${skillFile} must document how to display assistant_hint.message after auth login.`,
+  );
 
   if (!frontmatter) {
     return;
diff --git a/packages/codex-plugin/test/check-plugin.test.js b/packages/codex-plugin/test/check-plugin.test.js
index fcac8af..a629519 100644
--- a/packages/codex-plugin/test/check-plugin.test.js
+++ b/packages/codex-plugin/test/check-plugin.test.js
@@ -46,7 +46,7 @@ function createValidFixture(root) {
 
   writeFile(
     path.join(packageRoot, "plugin", "skills", "calle", "SKILL.md"),
-    "---\nname: calle\ndescription: Test skill.\n---\n\n# calle\n",
+    "---\nname: calle\ndescription: Test skill.\n---\n\n# calle\n\nUse assistant_hint.message to include a brief post-auth help note after auth login.\n",
   );
   writeFile(
     path.join(packageRoot, "plugin", "skills", "calle", "agents", "openai.yaml"),