diff --git a/examples/notion/README.md b/examples/notion/README.md
index 8038c79..74bff1c 100644
--- a/examples/notion/README.md
+++ b/examples/notion/README.md
@@ -8,8 +8,9 @@ server and adds native React widgets for the tool results.
 - 1:1 Sidecar tool folders for the public Notion MCP tool names.
 - An explicit `authorize` tool that returns the user's Notion OAuth link before
   they run other Notion tools.
-- WorkOS AuthKit as the MCP authorization server.
-- WorkOS Vault storage for each user's upstream Notion MCP token.
+- WorkOS-managed API keys as the MCP bearer credential.
+- WorkOS Vault storage for the upstream Notion MCP token, keyed by the API
+  key owner.
 - Streamable HTTP calls to `https://mcp.notion.com/mcp` with the official MCP
   TypeScript SDK.
 - Native widgets for search, fetch, read/query, metadata, and write results.
@@ -73,39 +74,40 @@ This example is intentionally not a root npm workspace, so Vercel installs
 
 ## Auth
 
-Hosted Notion MCP requires a Notion-audience OAuth token. This example keeps
-Sidecar spec-compliant by making this MCP server the resource server and using
-WorkOS AuthKit as its authorization server. It stores the separate upstream
-Notion MCP token in WorkOS Vault, keyed by the authenticated WorkOS user id.
+Hosted Notion MCP requires a Notion-audience OAuth token. This example uses a
+WorkOS-managed API key as the MCP bearer credential. The server validates the
+incoming bearer token with WorkOS API Keys and stores the separate upstream
+Notion MCP token in WorkOS Vault under the validated key owner.
+
+This keeps the Sidecar dev harness simple: paste the WorkOS organization API key
+into the bearer-token field and the harness sends it as the standard MCP
+`Authorization: Bearer ...` header.
 
 Configure:
 
 ```sh
 WORKOS_CLIENT_ID=client_...
 WORKOS_API_KEY_NOTION=sk_...
-WORKOS_AUTHKIT_DOMAIN=your-subdomain.authkit.app
 SIDECAR_MCP_URL=https://sidecar-notion.vercel.app/mcp
 SIDECAR_PUBLIC_URL=https://sidecar-notion.vercel.app
 ```
 
-WorkOS MCP auth requires Connect configuration in the WorkOS dashboard:
-
-1. Enable Client ID Metadata Document (CIMD). Dynamic Client Registration
-   (DCR) is optional for clients that have not adopted CIMD yet.
-2. Add `https://sidecar-notion.vercel.app/mcp` as a Resource Indicator.
-3. Use the AuthKit domain shown in WorkOS, for example
-   `your-subdomain.authkit.app`, as `WORKOS_AUTHKIT_DOMAIN`.
-
-`auth.ts` verifies AuthKit access tokens against the AuthKit issuer and JWKS
-endpoint. Tool execution reads the user's Notion MCP token from WorkOS Vault
-with an object name derived from the WorkOS user id and a Vault key context
-containing `user_id` and `data_type=notion_mcp_token`.
-
-When a user has no stored Notion token, ask the model to run `authorize` first.
-That tool returns a Notion OAuth link for the current authenticated WorkOS user.
-If the user calls another Notion tool before linking, the tool result also
-includes the same authorization link. The flow uses Notion's MCP OAuth
-discovery, dynamic client registration, PKCE, and the local callback route at
-`/notion/oauth/callback`. The callback stores the Notion access token and
-refresh token in WorkOS Vault. Access tokens are refreshed from Vault before
-upstream tool calls when they are close to expiry.
+Create an organization-owned or user-owned API key in WorkOS AuthKit, then
+either paste it into the local harness bearer-token dialog or set it as
+`MCP_BEARER` before starting dev. User-owned keys still require an organization
+membership; WorkOS uses that membership to decide which organization the key can
+access.
+
+`auth.ts` validates `Authorization: Bearer <WorkOS API key>` with WorkOS. Tool
+execution reads the Notion MCP token from WorkOS Vault with an object name
+derived from the validated key owner and a Vault key context containing
+`user_id`, `organization_id` when present, and `data_type=notion_mcp_token`.
+
+When Vault has no stored Notion token for the configured owner id, ask the model
+to run `authorize` first. That tool returns a Notion OAuth link. If the user
+calls another Notion tool before linking, the tool result also includes the same
+authorization link. The flow uses Notion's MCP OAuth discovery, dynamic client
+registration, PKCE, and the local callback route at `/notion/oauth/callback`.
+The callback stores the Notion access token and refresh token in WorkOS Vault.
+Access tokens are refreshed from Vault before upstream tool calls when they are
+close to expiry.
diff --git a/examples/notion/auth.ts b/examples/notion/auth.ts
index aa2394d..931bac0 100644
--- a/examples/notion/auth.ts
+++ b/examples/notion/auth.ts
@@ -1,36 +1,57 @@
 /**
- * WorkOS AuthKit authentication for the hosted Notion MCP example.
+ * WorkOS API-key authentication for the private Notion MCP example.
  *
- * Sidecar is the MCP resource server, AuthKit is the OAuth authorization
- * server, and WorkOS Vault stores the per-user upstream Notion MCP token.
+ * The Sidecar dev harness and MCP clients send a standard bearer token. This
+ * file validates that bearer value with WorkOS API Keys, then uses the API key
+ * owner as the stable Vault owner for the upstream Notion token.
  */
 import "dotenv/config";
-import { createRemoteJWKSet, jwtVerify, type JWTPayload } from "jose";
+import { WorkOS } from "@workos-inc/node";
 import { auth, type AuthSession } from "sidecar-ai";
 
-const DEFAULT_AUTHKIT_ISSUER = "https://signin.workos.com";
-
-/** Verified AuthKit claims accepted by this example. */
-export type WorkOSMcpClaims = JWTPayload & {
-  scope?: string;
-  scp?: string[];
-  client_id?: string;
-  org_id?: string;
-  organization_id?: string;
+/** Claims attached to validated WorkOS API-key sessions in this example. */
+export type NotionApiKeyClaims = {
+  sub: string;
+  scope: string;
+  kind: "workos-api-key";
+  apiKeyId: string;
+  ownerType: "organization" | "user";
+  ownerId: string;
+  organizationId?: string;
+  permissions: string[];
 };
 
 /** Session shape available to every Notion tool through `ctx.auth`. */
 export type NotionSession = AuthSession<
-  WorkOSMcpClaims,
+  NotionApiKeyClaims,
   {
     workosUserId: string;
     workosOrganizationId?: string;
+    workosApiKeyId: string;
+    workosApiKeyName: string;
+    workosApiKeyPermissions: string[];
   }
 >;
 
+let workosClient: WorkOS | undefined;
+let warnedMissingWorkosKey = false;
+
+/** Minimal API key shape returned by WorkOS validation. */
+type ValidatedWorkosApiKey = {
+  id: string;
+  owner: {
+    type: "organization" | "user";
+    id: string;
+    organizationId?: string;
+    organization_id?: string;
+  };
+  name: string;
+  permissions: string[];
+};
+
 const appAuth = auth({
   resource: mcpResource(),
-  authorizationServers: [authKitIssuer()],
+  authorizationServers: [metadataOnlyAuthorizationServer()],
   scopes: {},
   async session(request): Promise<NotionSession | null> {
     const token = request.bearerToken();
@@ -38,105 +59,177 @@ const appAuth = auth({
       return null;
     }
 
-    const claims = await verifyAuthKitToken(token).catch((error) => {
-      console.warn(JSON.stringify({
-        event: "sidecar.notion.auth.invalid_token",
-        message: error instanceof Error ? error.message : "Invalid AuthKit token.",
-      }));
-      return null;
-    });
-    if (!claims) {
+    const apiKey = await validateWorkosApiKey(token);
+    if (!apiKey) {
       return null;
     }
 
-    const workosUserId = subject(claims);
-    const workosOrganizationId = organizationId(claims);
-
-    return {
-      userId: workosUserId,
-      subject: workosUserId,
-      clientId: optionalString(claims.client_id),
-      scopes: scopesFromClaims(claims),
-      expiresAt: expiresAt(claims),
-      token,
-      claims,
-      workosUserId,
-      workosOrganizationId,
-    };
+    return sessionFromApiKey(token, apiKey);
   },
 });
 
 export default appAuth;
 
-/** Verifies an AuthKit-issued JWT against the issuer's JWKS endpoint. */
-async function verifyAuthKitToken(token: string): Promise<WorkOSMcpClaims> {
-  const issuer = authKitIssuer();
-  const jwks = createRemoteJWKSet(new URL("/oauth2/jwks", issuer));
-  const { payload } = await jwtVerify(token, jwks, { issuer });
-  return payload as WorkOSMcpClaims;
-}
-
 /** Returns the MCP resource URL advertised to clients. */
 function mcpResource(): string {
   return process.env.SIDECAR_MCP_URL ?? "http://127.0.0.1:3101/mcp";
 }
 
-/** Returns the AuthKit issuer URL configured in WorkOS. */
-function authKitIssuer(): string {
-  const explicit = process.env.WORKOS_AUTHKIT_ISSUER ?? process.env.AUTHKIT_ISSUER;
-  if (explicit) {
-    return normalizeIssuer(explicit);
+/**
+ * Returns the metadata-only authorization server URL required by Sidecar auth.
+ *
+ * This example authenticates with WorkOS-managed API keys instead of an OAuth
+ * login flow into Sidecar. Clients should send `Authorization: Bearer <api key>`
+ * directly and should not attempt OAuth discovery against this URL.
+ */
+function metadataOnlyAuthorizationServer(): string {
+  return process.env.SIDECAR_NOTION_AUTH_SERVER ?? "https://sidecar.ai/notion-workos-api-key";
+}
+
+/** Validates a bearer token with WorkOS API Keys. */
+async function validateWorkosApiKey(value: string): Promise<ValidatedWorkosApiKey | null> {
+  try {
+    const result = await createApiKeyValidation(value);
+    return normalizeValidatedApiKey(result.apiKey);
+  } catch (error) {
+    console.warn(JSON.stringify({
+      event: "sidecar.notion.auth.api_key_validation_failed",
+      message: error instanceof Error ? error.message : "WorkOS API key validation failed.",
+    }));
+    return null;
   }
+}
 
-  const domain = process.env.WORKOS_AUTHKIT_DOMAIN ?? process.env.AUTHKIT_DOMAIN;
-  if (domain) {
-    return normalizeIssuer(domain.startsWith("http") ? domain : `https://${domain}`);
+/** Supports both current and older WorkOS SDK validation method names. */
+async function createApiKeyValidation(value: string): Promise<{ apiKey: unknown }> {
+  const apiKeys = workos().apiKeys as {
+    validateApiKey?: (payload: { value: string }) => Promise<{ apiKey: unknown }>;
+    createValidation?: (payload: { value: string }) => Promise<{ apiKey: unknown }>;
+  };
+  const validate = apiKeys.validateApiKey ?? apiKeys.createValidation;
+  if (!validate) {
+    throw new Error("Installed @workos-inc/node does not expose API key validation.");
   }
 
-  return DEFAULT_AUTHKIT_ISSUER;
+  return await validate.call(apiKeys, { value });
 }
 
-/** Ensures issuer strings are URL-like and do not carry a trailing slash. */
-function normalizeIssuer(value: string): string {
-  const url = new URL(value);
-  if (url.protocol !== "https:" && url.hostname !== "localhost" && url.hostname !== "127.0.0.1") {
-    throw new Error("WORKOS_AUTHKIT_ISSUER must be https:// except for localhost development.");
+/** Normalizes WorkOS API key validation output across SDK response shapes. */
+function normalizeValidatedApiKey(value: unknown): ValidatedWorkosApiKey | null {
+  if (!isRecord(value)) {
+    return null;
+  }
+  if (typeof value.id !== "string" || typeof value.name !== "string" || !isRecord(value.owner)) {
+    return null;
+  }
+  const ownerType = value.owner.type;
+  const ownerId = value.owner.id;
+  if ((ownerType !== "organization" && ownerType !== "user") || typeof ownerId !== "string") {
+    return null;
   }
 
-  url.pathname = url.pathname.replace(/\/+$/, "");
-  return url.toString().replace(/\/$/, "");
+  return {
+    id: value.id,
+    name: value.name,
+    owner: {
+      type: ownerType,
+      id: ownerId,
+      organizationId: optionalString(value.owner.organizationId) ?? optionalString(value.owner.organization_id),
+    },
+    permissions: Array.isArray(value.permissions)
+      ? value.permissions.filter((permission): permission is string => typeof permission === "string")
+      : [],
+  };
 }
 
-/** Extracts the authenticated user id from required JWT subject. */
-function subject(claims: WorkOSMcpClaims): string {
-  if (!claims.sub) {
-    throw new Error("AuthKit token is missing required subject claim.");
-  }
-  return claims.sub;
+/** Builds a Sidecar session from a validated WorkOS API key. */
+function sessionFromApiKey(token: string, apiKey: ValidatedWorkosApiKey): NotionSession {
+  const owner = apiKeyOwner(apiKey);
+  const claims: NotionApiKeyClaims = {
+    sub: owner.userId,
+    scope: permissionsScope(apiKey.permissions),
+    kind: "workos-api-key",
+    apiKeyId: apiKey.id,
+    ownerType: apiKey.owner.type,
+    ownerId: apiKey.owner.id,
+    organizationId: owner.organizationId,
+    permissions: apiKey.permissions,
+  };
+
+  return {
+    userId: owner.userId,
+    subject: owner.userId,
+    clientId: apiKey.id,
+    scopes: apiKey.permissions,
+    token,
+    claims,
+    workosUserId: owner.userId,
+    workosOrganizationId: owner.organizationId,
+    workosApiKeyId: apiKey.id,
+    workosApiKeyName: apiKey.name,
+    workosApiKeyPermissions: apiKey.permissions,
+  };
 }
 
-/** Extracts a WorkOS organization id when the token contains one. */
-function organizationId(claims: WorkOSMcpClaims): string | undefined {
-  return optionalString(claims.org_id) ?? optionalString(claims.organization_id);
+/** Returns the Vault owner identity represented by a WorkOS API key. */
+function apiKeyOwner(apiKey: ValidatedWorkosApiKey): { userId: string; organizationId?: string } {
+  if (apiKey.owner.type === "organization") {
+    return {
+      userId: apiKey.owner.id,
+      organizationId: apiKey.owner.id,
+    };
+  }
+
+  return {
+    userId: apiKey.owner.id,
+    organizationId: apiKey.owner.organizationId,
+  };
 }
 
-/** Converts JWT expiry seconds into a Date for Sidecar's auth context. */
-function expiresAt(claims: WorkOSMcpClaims): Date | undefined {
-  return typeof claims.exp === "number" ? new Date(claims.exp * 1000) : undefined;
+/** Creates the WorkOS SDK client lazily so imports stay cheap. */
+function workos(): WorkOS {
+  workosClient ??= new WorkOS(requiredEnv("WORKOS_API_KEY_NOTION", "WORKOS_API_KEY"), {
+    clientId: process.env.WORKOS_CLIENT_ID,
+  });
+  return workosClient;
 }
 
-/** Reads OAuth scopes from either `scope` or `scp` claim conventions. */
-function scopesFromClaims(claims: WorkOSMcpClaims): string[] {
-  if (Array.isArray(claims.scp)) {
-    return claims.scp.filter((scope): scope is string => typeof scope === "string" && scope.length > 0);
+/** Reads the first present environment variable from a prioritized list. */
+function requiredEnv(...names: string[]): string {
+  for (const name of names) {
+    const value = process.env[name];
+    if (value) {
+      return value;
+    }
   }
-  if (typeof claims.scope === "string") {
-    return claims.scope.split(/\s+/).filter(Boolean);
+
+  warnMissingWorkosKeyOnce(names);
+  throw new Error(`Set one of ${names.join(", ")} before validating WorkOS API keys.`);
+}
+
+/** Warns once when the server-side WorkOS key is missing. */
+function warnMissingWorkosKeyOnce(names: string[]): void {
+  if (warnedMissingWorkosKey) {
+    return;
   }
-  return [];
+  warnedMissingWorkosKey = true;
+  console.warn(JSON.stringify({
+    event: "sidecar.notion.auth.missing_workos_api_key",
+    message: `Set one of ${names.join(", ")} before calling the Notion MCP example.`,
+  }));
+}
+
+/** Formats API key permissions as an OAuth-style scope string for diagnostics. */
+function permissionsScope(permissions: string[]): string {
+  return permissions.length ? permissions.join(" ") : "notion";
+}
+
+/** Returns true for non-array objects. */
+function isRecord(value: unknown): value is Record<string, unknown> {
+  return Boolean(value && typeof value === "object" && !Array.isArray(value));
 }
 
-/** Returns a string only when the claim is present. */
+/** Returns a non-empty string value. */
 function optionalString(value: unknown): string | undefined {
   return typeof value === "string" && value ? value : undefined;
 }
diff --git a/examples/notion/lib/workos-vault.ts b/examples/notion/lib/workos-vault.ts
index 8477424..f5a0e9f 100644
--- a/examples/notion/lib/workos-vault.ts
+++ b/examples/notion/lib/workos-vault.ts
@@ -48,7 +48,7 @@ export type StoredNotionOAuthState = NotionTokenOwner & {
 
 /** Identity used to scope one stored Notion token. */
 export type NotionTokenOwner = {
-  /** WorkOS user id from the validated AuthKit access token. */
+  /** Stable owner id used to partition the stored Notion token in Vault. */
   workosUserId: string;
   /** WorkOS organization id, if this app is running in an org context. */
   workosOrganizationId?: string;
diff --git a/examples/notion/package-lock.json b/examples/notion/package-lock.json
index 8e42d13..1ab9ff5 100644
--- a/examples/notion/package-lock.json
+++ b/examples/notion/package-lock.json
@@ -1,25 +1,24 @@
 {
   "name": "sidecar-notion-example",
-  "version": "0.1.0-alpha.14",
+  "version": "0.1.0-alpha.15",
   "lockfileVersion": 3,
   "requires": true,
   "packages": {
     "": {
       "name": "sidecar-notion-example",
-      "version": "0.1.0-alpha.14",
+      "version": "0.1.0-alpha.15",
       "dependencies": {
         "@modelcontextprotocol/sdk": "^1.29.0",
-        "@sidecar-ai/anthropic": "0.1.0-alpha.14",
-        "@sidecar-ai/openai": "0.1.0-alpha.14",
+        "@sidecar-ai/anthropic": "0.1.0-alpha.15",
+        "@sidecar-ai/openai": "0.1.0-alpha.15",
         "@workos-inc/node": "^9.3.0",
         "dotenv": "^17.4.2",
-        "jose": "^6.2.3",
         "react": "^19.0.0",
         "react-dom": "^19.0.0",
         "react-markdown": "^9.1.0",
         "remark-breaks": "^4.0.0",
         "remark-gfm": "^4.0.1",
-        "sidecar-ai": "0.1.0-alpha.14"
+        "sidecar-ai": "0.1.0-alpha.15"
       }
     },
     "node_modules/@alloc/quick-lru": {
@@ -69,9 +68,9 @@
       "license": "Apache-2.0"
     },
     "node_modules/@esbuild/aix-ppc64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/aix-ppc64/-/aix-ppc64-0.28.0.tgz",
-      "integrity": "sha512-lhRUCeuOyJQURhTxl4WkpFTjIsbDayJHih5kZC1giwE+MhIzAb7mEsQMqMf18rHLsrb5qI1tafG20mLxEWcWlA==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/aix-ppc64/-/aix-ppc64-0.28.1.tgz",
+      "integrity": "sha512-Svl7tq8k/08+p6CXPpRjQ1fKX+1odH/BQbb48fV6fj3CWHhsoIOoY87w1oHXm0qEpkIK3ZfVgp0hed3XBXzXMQ==",
       "cpu": [
         "ppc64"
       ],
@@ -85,9 +84,9 @@
       }
     },
     "node_modules/@esbuild/android-arm": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-arm/-/android-arm-0.28.0.tgz",
-      "integrity": "sha512-wqh0ByljabXLKHeWXYLqoJ5jKC4XBaw6Hk08OfMrCRd2nP2ZQ5eleDZC41XHyCNgktBGYMbqnrJKq/K/lzPMSQ==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/android-arm/-/android-arm-0.28.1.tgz",
+      "integrity": "sha512-0k2F129Xdio1TdJfzJ8sy1Q47vUD2NnwdhiAf7drUN1EBTfPf4hsFCtmMgu/6m8JSzsBrlmVjudMBQqOfG8usQ==",
       "cpu": [
         "arm"
       ],
@@ -101,9 +100,9 @@
       }
     },
     "node_modules/@esbuild/android-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-arm64/-/android-arm64-0.28.0.tgz",
-      "integrity": "sha512-+WzIXQOSaGs33tLEgYPYe/yQHf0WTU0X42Jca3y8NWMbUVhp7rUnw+vAsRC/QiDrdD31IszMrZy+qwPOPjd+rw==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/android-arm64/-/android-arm64-0.28.1.tgz",
+      "integrity": "sha512-34EGEbCIAgosYz6goLcopX6Mo7NyGv9tfwEM2/7Ce2VcVRk568iSvniGWcUXIy7wEDR1wzolcxcriFVrWYcwBg==",
       "cpu": [
         "arm64"
       ],
@@ -117,9 +116,9 @@
       }
     },
     "node_modules/@esbuild/android-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-x64/-/android-x64-0.28.0.tgz",
-      "integrity": "sha512-+VJggoaKhk2VNNqVL7f6S189UzShHC/mR9EE8rDdSkdpN0KflSwWY/gWjDrNxxisg8Fp1ZCD9jLMo4m0OUfeUA==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/android-x64/-/android-x64-0.28.1.tgz",
+      "integrity": "sha512-dbwY7ltSMDWsRatcRpCnES4F+im88OCUgGZjy52shC7GqHRE/cYlxNbB4Z4UpJswpcc4Qxd2oE/ufM0p61IKng==",
       "cpu": [
         "x64"
       ],
@@ -133,9 +132,9 @@
       }
     },
     "node_modules/@esbuild/darwin-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/darwin-arm64/-/darwin-arm64-0.28.0.tgz",
-      "integrity": "sha512-0T+A9WZm+bZ84nZBtk1ckYsOvyA3x7e2Acj1KdVfV4/2tdG4fzUp91YHx+GArWLtwqp77pBXVCPn2We7Letr0Q==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/darwin-arm64/-/darwin-arm64-0.28.1.tgz",
+      "integrity": "sha512-TZbWkQY7kvTAXbXUT7uVACR5cMHsDiSz9z7ZKAX/RTq/WJEk3QyRr0wZpNhBDX+/0CtdqUIJlOiodQcta6tY3Q==",
       "cpu": [
         "arm64"
       ],
@@ -149,9 +148,9 @@
       }
     },
     "node_modules/@esbuild/darwin-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/darwin-x64/-/darwin-x64-0.28.0.tgz",
-      "integrity": "sha512-fyzLm/DLDl/84OCfp2f/XQ4flmORsjU7VKt8HLjvIXChJoFFOIL6pLJPH4Yhd1n1gGFF9mPwtlN5Wf82DZs+LQ==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/darwin-x64/-/darwin-x64-0.28.1.tgz",
+      "integrity": "sha512-zfdzgK9ACBNZLI/CyHTOx81SyNbM6YXn7rxSgX97VjyiPl9W1i4Ka4fgKECEoFCKGpvBj5qArWIGgQjOwkgskQ==",
       "cpu": [
         "x64"
       ],
@@ -165,9 +164,9 @@
       }
     },
     "node_modules/@esbuild/freebsd-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/freebsd-arm64/-/freebsd-arm64-0.28.0.tgz",
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+      "version": "0.28.1",
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+        "@braintree/sanitize-url": "^7.1.2",
         "@iconify/utils": "^3.0.2",
-        "@mermaid-js/parser": "^1.1.1",
+        "@mermaid-js/parser": "^1.2.0",
         "@types/d3": "^7.4.3",
         "@upsetjs/venn.js": "^2.0.0",
-        "cytoscape": "^3.33.1",
+        "cytoscape": "^3.33.3",
         "cytoscape-cose-bilkent": "^4.1.0",
         "cytoscape-fcose": "^2.2.0",
         "d3": "^7.9.0",
         "d3-sankey": "^0.12.3",
         "dagre-d3-es": "7.0.14",
-        "dayjs": "^1.11.19",
-        "dompurify": "^3.3.1",
+        "dayjs": "^1.11.20",
+        "dompurify": "^3.3.3",
         "es-toolkit": "^1.45.1",
-        "katex": "^0.16.25",
+        "katex": "^0.16.45",
         "khroma": "^2.1.0",
         "marked": "^16.3.0",
         "roughjs": "^4.6.6",
@@ -6603,9 +6602,9 @@
       "license": "MIT"
     },
     "node_modules/nanoid": {
-      "version": "3.3.12",
-      "resolved": "https://registry.npmjs.org/nanoid/-/nanoid-3.3.12.tgz",
-      "integrity": "sha512-ZB9RH/39qpq5Vu6Y+NmUaFhQR6pp+M2Xt76XBnEwDaGcVAqhlvxrl3B2bKS5D3NH3QR76v3aSrKaF/Kiy7lEtQ==",
+      "version": "3.3.16",
+      "resolved": "https://registry.npmjs.org/nanoid/-/nanoid-3.3.16.tgz",
+      "integrity": "sha512-bzlKTyNJ7+LdGIIwy8ijFpIqEQIvafahV7eYykJ8Cvh42EdJeODoJ6gUJXpQJvej1BddH8OqTXZNE/KfbWAu8Q==",
       "funding": [
         {
           "type": "github",
@@ -6630,9 +6629,9 @@
       }
     },
     "node_modules/node-releases": {
-      "version": "2.0.46",
-      "resolved": "https://registry.npmjs.org/node-releases/-/node-releases-2.0.46.tgz",
-      "integrity": "sha512-GYVXHE2KnrzAfsAjl4uP++evGFCrAU1jta4ubEjIG7YWt/64Gqv66a30yKwWczVjA6j3bM4nBwH7Pk1JmDHaxQ==",
+      "version": "2.0.51",
+      "resolved": "https://registry.npmjs.org/node-releases/-/node-releases-2.0.51.tgz",
+      "integrity": "sha512-wRNIrw4DmVLKQlbgOMdkMx27Wrpzes2hh5Jtbi2bjPd+4wJstWIqP5A+lscnqbm0xxmT5Bpg8Lec5ItEBwx6BQ==",
       "license": "MIT",
       "engines": {
         "node": ">=18"
@@ -6681,9 +6680,9 @@
       }
     },
     "node_modules/package-manager-detector": {
-      "version": "1.6.0",
-      "resolved": "https://registry.npmjs.org/package-manager-detector/-/package-manager-detector-1.6.0.tgz",
-      "integrity": "sha512-61A5ThoTiDG/C8s8UMZwSorAGwMJ0ERVGj2OjoW5pAalsNOg15+iQiPzrLJ4jhZ1HJzmC2PIHT2oEiH3R5fzNA==",
+      "version": "1.7.0",
+      "resolved": "https://registry.npmjs.org/package-manager-detector/-/package-manager-detector-1.7.0.tgz",
+      "integrity": "sha512-xg1eHpwYL/D/HEdWw2goFZP6vV0FH7W+PZ5rFkGjdIDLtxq7EkzBUeT3m+lndYCt8wKbmofUu1MUdMCXkCk9ZQ==",
       "license": "MIT"
     },
     "node_modules/parse-entities": {
@@ -6807,9 +6806,9 @@
       }
     },
     "node_modules/postcss": {
-      "version": "8.5.15",
-      "resolved": "https://registry.npmjs.org/postcss/-/postcss-8.5.15.tgz",
-      "integrity": "sha512-FfR8sjd4em2T6fb3I2MwAJU7HWVMr9zba+enmQeeWFfCbm+UOC/0X4DS8XtpUTMwWMGbjKYP7xjfNekzyGmB3A==",
+      "version": "8.5.18",
+      "resolved": "https://registry.npmjs.org/postcss/-/postcss-8.5.18.tgz",
+      "integrity": "sha512-xdB1oSLHbz1vRWgCDalrCqEFTWzFlhqFC5tIHLMOSUIjhm3XXQ1qrFy8S/ESr1JYRRXqM3c1QFiMZUJdUTqyMQ==",
       "funding": [
         {
           "type": "opencollective",
@@ -7586,16 +7585,16 @@
       }
     },
     "node_modules/sidecar-ai": {
-      "version": "0.1.0-alpha.14",
-      "resolved": "https://registry.npmjs.org/sidecar-ai/-/sidecar-ai-0.1.0-alpha.14.tgz",
-      "integrity": "sha512-/ZOkUGb+yUxsopUwnp+18fQ4UPtQL6MCs8ACbKv5m9Jk1nv6SgV/BfFxbrL0KkXObD2G1TGDKx79GsRa8Arm0Q==",
+      "version": "0.1.0-alpha.15",
+      "resolved": "https://registry.npmjs.org/sidecar-ai/-/sidecar-ai-0.1.0-alpha.15.tgz",
+      "integrity": "sha512-lhoaZUTEyVCdxFSSiUuH5Pe0KYsrIuw0LxOFOLNJf7tb7naauGQNdJ3h4AIp86qi24tksw5ovhhyMUExDhwrqw==",
       "dependencies": {
-        "@sidecar-ai/auth": "0.1.0-alpha.14",
-        "@sidecar-ai/cli": "0.1.0-alpha.14",
-        "@sidecar-ai/client": "0.1.0-alpha.14",
-        "@sidecar-ai/core": "0.1.0-alpha.14",
-        "@sidecar-ai/native": "0.1.0-alpha.14",
-        "@sidecar-ai/react": "0.1.0-alpha.14"
+        "@sidecar-ai/auth": "0.1.0-alpha.15",
+        "@sidecar-ai/cli": "0.1.0-alpha.15",
+        "@sidecar-ai/client": "0.1.0-alpha.15",
+        "@sidecar-ai/core": "0.1.0-alpha.15",
+        "@sidecar-ai/native": "0.1.0-alpha.15",
+        "@sidecar-ai/react": "0.1.0-alpha.15"
       },
       "bin": {
         "sidecar": "dist/sidecar.js"
@@ -7710,9 +7709,9 @@
       }
     },
     "node_modules/tailwindcss": {
-      "version": "4.3.0",
-      "resolved": "https://registry.npmjs.org/tailwindcss/-/tailwindcss-4.3.0.tgz",
-      "integrity": "sha512-y6nxMGB1nMW9R6k96e5gdIFzcfL/gTJRNaqGes1YvkLnPVXzWgbqFF2yLC0T8G774n24cx3Pe8XrKoniCOAH+Q==",
+      "version": "4.3.2",
+      "resolved": "https://registry.npmjs.org/tailwindcss/-/tailwindcss-4.3.2.tgz",
+      "integrity": "sha512-WtctNNSH8A9jlMIqxzuYumOHU5uGZyRv0Q5svQl+oEPy5w84YpBxdb7MdqyiSPQge5jTJ6zFQLq0PFygdccSBA==",
       "license": "MIT"
     },
     "node_modules/tapable": {
@@ -7729,9 +7728,9 @@
       }
     },
     "node_modules/tinyexec": {
-      "version": "1.1.2",
-      "resolved": "https://registry.npmjs.org/tinyexec/-/tinyexec-1.1.2.tgz",
-      "integrity": "sha512-dAqSqE/RabpBKI8+h26GfLq6Vb3JVXs30XYQjdMjaj/c2tS8IYYMbIzP599KtRj7c57/wYApb3QjgRgXmrCukA==",
+      "version": "1.2.4",
+      "resolved": "https://registry.npmjs.org/tinyexec/-/tinyexec-1.2.4.tgz",
+      "integrity": "sha512-SHf/r48b7vOrjve9PxJo3MN5v5yuyjHvdUcrQffT3WXMUfnGmHDVbC4k3sHJaJTgZCwpUplIaAo5ANtMyp3YHg==",
       "license": "MIT",
       "engines": {
         "node": ">=18"
@@ -7779,9 +7778,9 @@
       }
     },
     "node_modules/ts-dedent": {
-      "version": "2.2.0",
-      "resolved": "https://registry.npmjs.org/ts-dedent/-/ts-dedent-2.2.0.tgz",
-      "integrity": "sha512-q5W7tVM71e2xjHZTlgfTDoPF/SmqKG5hddq9SzR49CH2hayqRKJtQ4mtRlSxKaJlR/+9rEM+mnBHf7I2/BQcpQ==",
+      "version": "2.3.0",
+      "resolved": "https://registry.npmjs.org/ts-dedent/-/ts-dedent-2.3.0.tgz",
+      "integrity": "sha512-JfJeIHke7y2egdGGgRAvpCwYFUsHlM2gPcrVOxFkznt/4uzQ7HFmvE63iFHVLBJNDuyDOQgijDK/tXH/f6Msjg==",
       "license": "MIT",
       "engines": {
         "node": ">=6.10"
@@ -7804,9 +7803,9 @@
       "license": "0BSD"
     },
     "node_modules/tsx": {
-      "version": "4.22.3",
-      "resolved": "https://registry.npmjs.org/tsx/-/tsx-4.22.3.tgz",
-      "integrity": "sha512-mdoNxBC/cSQObGGVQ5Bpn5i+yv7j68gk3Nfm3wFjcJg3Z0Mix9jzAFfP12prmm5eVGmDKtp0yyArrs0Q+8gZHg==",
+      "version": "4.23.0",
+      "resolved": "https://registry.npmjs.org/tsx/-/tsx-4.23.0.tgz",
+      "integrity": "sha512-eUdUIaCr963q2h5u3+QwvYp0+eqPvn+egeqZUm0hwERCqqx1E3kK5ehbGCvqSE5MQAULr67ww0cA3jKc3YkM1w==",
       "license": "MIT",
       "dependencies": {
         "esbuild": "~0.28.0"
@@ -8074,9 +8073,9 @@
       }
     },
     "node_modules/uuid": {
-      "version": "14.0.0",
-      "resolved": "https://registry.npmjs.org/uuid/-/uuid-14.0.0.tgz",
-      "integrity": "sha512-Qo+uWgilfSmAhXCMav1uYFynlQO7fMFiMVZsQqZRMIXp0O7rR7qjkj+cPvBHLgBqi960QCoo/PH2/6ZtVqKvrg==",
+      "version": "14.0.1",
+      "resolved": "https://registry.npmjs.org/uuid/-/uuid-14.0.1.tgz",
+      "integrity": "sha512-6ZxzVpzDXDa3bJWaHilVayA+BH/1zmxCJoVgvmqJnid/gPoKHxUrS/aC/T6LGQtNHT+XHG9fXPJB4d+IrU30Ew==",
       "funding": [
         "https://github.com/sponsors/broofa",
         "https://github.com/sponsors/ctavan"
diff --git a/examples/notion/package.json b/examples/notion/package.json
index d6d4bf2..6035b5d 100644
--- a/examples/notion/package.json
+++ b/examples/notion/package.json
@@ -1,6 +1,6 @@
 {
   "name": "sidecar-notion-example",
-  "version": "0.1.0-alpha.14",
+  "version": "0.1.0-alpha.15",
   "private": true,
   "type": "module",
   "scripts": {
@@ -14,17 +14,16 @@
   },
   "dependencies": {
     "@modelcontextprotocol/sdk": "^1.29.0",
-    "@sidecar-ai/anthropic": "0.1.0-alpha.14",
-    "@sidecar-ai/openai": "0.1.0-alpha.14",
+    "@sidecar-ai/anthropic": "0.1.0-alpha.15",
+    "@sidecar-ai/openai": "0.1.0-alpha.15",
     "@workos-inc/node": "^9.3.0",
     "dotenv": "^17.4.2",
-    "jose": "^6.2.3",
     "react": "^19.0.0",
     "react-dom": "^19.0.0",
     "react-markdown": "^9.1.0",
     "remark-breaks": "^4.0.0",
     "remark-gfm": "^4.0.1",
-    "sidecar-ai": "0.1.0-alpha.14"
+    "sidecar-ai": "0.1.0-alpha.15"
   },
   "overrides": {
     "lodash": "4.18.1"
diff --git a/packages/cli/src/dev-harness.ts b/packages/cli/src/dev-harness.ts
index 19d4bdf..7848e99 100644
--- a/packages/cli/src/dev-harness.ts
+++ b/packages/cli/src/dev-harness.ts
@@ -1726,17 +1726,17 @@ form.addEventListener("submit", async (event) => {
   clearEmpty();
   messages.push({ role: "user", content: text });
   appendMessage("user", text);
-  const assistant = appendMessage("assistant", "");
   statusEl.classList.remove("error");
   statusEl.textContent = "Thinking...";
   try {
-    await streamChat(assistant.querySelector(".content"));
+    await streamChat();
     statusEl.classList.remove("error");
     statusEl.textContent = "";
   } catch (error) {
     const message = error instanceof Error ? error.message : String(error);
     statusEl.classList.remove("error");
     statusEl.textContent = "";
+    const assistant = appendMessage("assistant", "");
     const assistantError = renderAssistantError(assistant.querySelector(".content"), message);
     messages.push({ role: "assistant", content: assistantError });
   }
@@ -1814,7 +1814,7 @@ window.addEventListener("message", async (event) => {
   }
 });
 
-async function streamChat(contentEl) {
+async function streamChat() {
   const response = await fetch("/__sidecar/dev/chat", {
     method: "POST",
     headers: { "content-type": "application/json" },
@@ -1829,7 +1829,9 @@ async function streamChat(contentEl) {
   const reader = response.body.getReader();
   const decoder = new TextDecoder();
   let buffer = "";
-  let assistantText = "";
+  let currentAssistantContentEl = null;
+  let currentAssistantText = "";
+  const assistantSegments = [];
   while (true) {
     const { done, value } = await reader.read();
     if (done) break;
@@ -1841,15 +1843,18 @@ async function streamChat(contentEl) {
       const parsed = parseEvent(raw);
       if (parsed) {
         if (parsed.event === "delta") {
-          assistantText += parsed.data.text || "";
-          renderMarkdown(contentEl, assistantText);
+          const text = parsed.data.text || "";
+          if (text) {
+            currentAssistantText += text;
+            currentAssistantContentEl ??= appendMessage("assistant", "").querySelector(".content");
+            renderMarkdown(currentAssistantContentEl, currentAssistantText);
+          }
         } else if (parsed.event === "tool_start") {
+          finalizeAssistantSegment();
           appendToolStart(parsed.data);
         } else if (parsed.event === "tool_result") {
-          const toolArticle = appendToolResult(parsed.data);
-          if (parsed.data.tool?.resourceUri) {
-            moveAssistantAfterToolUi(contentEl, toolArticle);
-          }
+          finalizeAssistantSegment();
+          appendToolResult(parsed.data);
         } else if (parsed.event === "error") {
           throw new Error(parsed.data.message || "Sidecar dev chat failed.");
         }
@@ -1857,8 +1862,17 @@ async function streamChat(contentEl) {
       boundary = buffer.indexOf("\n\n");
     }
   }
-  if (assistantText.trim()) {
-    messages.push({ role: "assistant", content: assistantText });
+  finalizeAssistantSegment();
+  if (assistantSegments.length) {
+    messages.push({ role: "assistant", content: assistantSegments.join("\n\n") });
+  }
+
+  function finalizeAssistantSegment() {
+    if (currentAssistantText.trim()) {
+      assistantSegments.push(currentAssistantText);
+    }
+    currentAssistantText = "";
+    currentAssistantContentEl = null;
   }
 }
 
@@ -1919,17 +1933,6 @@ function renderAssistantError(element, message) {
   return text;
 }
 
-function moveAssistantAfterToolUi(contentEl, toolArticle) {
-  const assistantArticle = contentEl.closest(".message");
-  if (!assistantArticle || !toolArticle?.parentElement || assistantArticle === toolArticle) {
-    return;
-  }
-  if (toolArticle.nextSibling === assistantArticle) {
-    return;
-  }
-  messagesEl.insertBefore(assistantArticle, toolArticle.nextSibling);
-}
-
 function appendToolStart(tool) {
   const article = document.createElement("article");
   article.className = "tool-card";
diff --git a/packages/cli/test/dev-harness.test.ts b/packages/cli/test/dev-harness.test.ts
index 36e3fcc..5cd26e8 100644
--- a/packages/cli/test/dev-harness.test.ts
+++ b/packages/cli/test/dev-harness.test.ts
@@ -157,6 +157,7 @@ describe("dev harness", () => {
       model: "gpt-4.1-mini",
     });
 
+    expect(html).toContain("const assistant = appendMessage(\"assistant\", \"\");");
     expect(html).toContain("renderAssistantError(assistant.querySelector(\".content\"), message)");
     expect(html).toContain("Sidecar dev hit an error:");
     expect(html).not.toContain("statusEl.textContent = error instanceof Error ? error.message : String(error)");
@@ -181,7 +182,7 @@ describe("dev harness", () => {
     expect(html).toContain('iframe.style.height = Math.min(2000, Math.max(120, Math.ceil(requestedHeight))) + "px";');
   });
 
-  it("renders assistant text below widget UI when a response includes a widget", () => {
+  it("appends assistant text when stream deltas arrive instead of pre-allocating a message", () => {
     const html = renderDevHarnessHtml({
       host: "claude",
       theme: "dark",
@@ -190,10 +191,12 @@ describe("dev harness", () => {
       model: "gpt-4.1-mini",
     });
 
-    expect(html).toContain("const toolArticle = appendToolResult(parsed.data);");
-    expect(html).toContain("if (parsed.data.tool?.resourceUri) {");
-    expect(html).toContain("moveAssistantAfterToolUi(contentEl, toolArticle);");
-    expect(html).toContain("messagesEl.insertBefore(assistantArticle, toolArticle.nextSibling);");
+    expect(html).toContain("await streamChat();");
+    expect(html).toContain("let currentAssistantContentEl = null;");
+    expect(html).toContain("currentAssistantContentEl ??= appendMessage(\"assistant\", \"\").querySelector(\".content\");");
+    expect(html).toContain("finalizeAssistantSegment();");
+    expect(html).not.toContain("await streamChat(assistant.querySelector(\".content\"));");
+    expect(html).not.toContain("moveAssistantAfterToolUi");
   });
 
   it("can seed the bearer token from the dev environment", () => {