diff --git a/src/routes/services.ts b/src/routes/services.ts
index 7576795..af302e0 100644
--- a/src/routes/services.ts
+++ b/src/routes/services.ts
@@ -298,6 +298,39 @@ async function buildPersonalizedConfigurePayload(req: Request, body: JsonObject,
   };
 }
 
+async function buildPersonalizedRoleplayConfigurePayload(req: Request, body: JsonObject, userId: string): Promise<JsonObject> {
+  const userContext = await resolveGrowUserContext(req, userId).catch((err) => {
+    log.warn({ err, userId }, "failed to resolve Grow user context for roleplay configure");
+    return {} as Record<string, unknown>;
+  });
+  const incomingMetadata = isRecord(body.metadata) ? body.metadata : {};
+  const metadata: Record<string, unknown> = {
+    ...incomingMetadata,
+    candidate_name: getString(incomingMetadata.candidate_name) ?? getString(userContext.first_name) ?? "",
+    target_role: getString(incomingMetadata.target_role) ?? getString(userContext.current_role) ?? "General",
+    candidate_role: getString(incomingMetadata.candidate_role) ?? getString(incomingMetadata.target_role) ?? getString(userContext.current_role) ?? "General",
+    difficulty: getString(incomingMetadata.difficulty) ?? "medium",
+  };
+
+  // Match the production orchestrator behavior: roleplay-service receives the
+  // same enriched user context the websocket orchestrator attached to A2A tasks,
+  // plus prompt-safe metadata that can personalize scenario planning/review.
+  const candidateProfile = composeCandidateProfile(userContext);
+  if (candidateProfile && (incomingMetadata.personalize ?? true)) {
+    metadata.candidate_profile = candidateProfile;
+    metadata.context_notes = getString(incomingMetadata.context_notes) ?? candidateProfile;
+  }
+
+  return {
+    ...body,
+    user_id: String(body.user_id ?? userId),
+    org_id: String(body.org_id ?? "growqr"),
+    metadata,
+    qscore: (body.qscore as JsonObject | undefined) ?? (isRecord(userContext.qscore) ? userContext.qscore : DEFAULT_QSCORE),
+    user_context: userContext,
+  };
+}
+
 async function proxySocialRequest(req: Request, rest: string, userId: string) {
   const incoming = new URL(req.url);
   const normalizedRest = rest.replace(/^\/+/, "");
@@ -498,16 +531,25 @@ export function serviceRoutes() {
   app.post("/interview/sessions/:sessionId/video/upload-url", async (c) => c.json(await interviewService.createVideoUploadUrl(c.req.param("sessionId"))));
   app.post("/interview/sessions/:sessionId/video/uploaded", async (c) => c.json(await interviewService.markVideoUploaded(c.req.param("sessionId"))));
 
-  app.get("/roleplay/page-state", async (c) => c.json(await roleplayService.pageState(c.get("userId"))));
+  app.get("/roleplay/page-state", async (c) => {
+    const userId = c.get("userId");
+    const [state, userContext] = await Promise.all([
+      roleplayService.pageState(userId),
+      resolveGrowUserContext(c.req.raw, userId).catch((err) => {
+        log.warn({ err, userId }, "failed to resolve Grow user context for roleplay page-state");
+        return {} as Record<string, unknown>;
+      }),
+    ]);
+    return c.json({
+      ...state,
+      resume_available: hasResumeContext(userContext),
+      linkedin_available: hasLinkedInContext(userContext),
+    });
+  });
   app.post("/roleplay/configure", async (c) => {
     const userId = c.get("userId");
     const body = await c.req.json<JsonObject>();
-    const payload = {
-      ...body,
-      user_id: String(body.user_id ?? userId),
-      org_id: String(body.org_id ?? "growqr"),
-      qscore: (body.qscore as JsonObject | undefined) ?? DEFAULT_QSCORE,
-    } satisfies JsonObject;
+    const payload = await buildPersonalizedRoleplayConfigurePayload(c.req.raw, body, userId);
     const result = await roleplayService.configure(payload);
     const resultObj = result as Record<string, unknown>;
     await recordGatewayEvent({