diff --git a/src/app/api/integrations/whoop/resume/route.ts b/src/app/api/integrations/whoop/resume/route.ts
new file mode 100644
index 000000000..54be52fed
--- /dev/null
+++ b/src/app/api/integrations/whoop/resume/route.ts
@@ -0,0 +1,50 @@
+/**
+ * Manual resume endpoint for a parked WHOOP integration.
+ *
+ * Background: the `parked` state lives in
+ * `src/lib/integrations/status.ts`. Once a WHOOP persistent-failure
+ * streak has been running for more than 24h, the status writer flips
+ * the row to `parked` and the sync entry-point short-circuits via
+ * `isReauthRequired`. The user (or an operator) calls this endpoint to
+ * clear the park and let the next cron tick attempt the sync again.
+ *
+ * Rate-limited (5/min per user) to match the existing
+ * `/api/integrations/whoop/test` endpoint — there's no upstream call
+ * here, but a misbehaving client tab loop would still rack up
+ * audit-log rows if the limit was absent.
+ *
+ * Returns 200 with `{ resumed: true, wasParked: boolean }`. The
+ * `wasParked` flag lets the caller decide whether to surface a "you
+ * resumed it" toast or treat the action as a no-op (the row was
+ * already connected / disconnected). Either way the endpoint is
+ * idempotent — a second click in the same second sees the same
+ * post-state and writes no extra audit row.
+ */
+import { apiHandler, requireAuth } from "@/lib/api-handler";
+import { apiSuccess, apiError } from "@/lib/api-response";
+import { checkRateLimit } from "@/lib/rate-limit";
+import { annotate } from "@/lib/logging/context";
+import { resumeIntegrationFromPark } from "@/lib/integrations/status";
+
+export const dynamic = "force-dynamic";
+
+export const POST = apiHandler(async () => {
+  const { user } = await requireAuth();
+  annotate({ action: { name: "integrations.whoop.resume" } });
+
+  const rl = await checkRateLimit(`whoop-resume:${user.id}`, 5, 60_000);
+  if (!rl.allowed) {
+    return apiError("Too many resume requests", 429, {
+      errorCode: "rate_limited_self",
+    });
+  }
+
+  const result = await resumeIntegrationFromPark(user.id, "whoop");
+  annotate({
+    meta: {
+      whoop_resume_was_parked: result.wasParked,
+    },
+  });
+
+  return apiSuccess({ resumed: true, wasParked: result.wasParked });
+});
diff --git a/src/app/api/integrations/whoop/test/__tests__/route.test.ts b/src/app/api/integrations/whoop/test/__tests__/route.test.ts
new file mode 100644
index 000000000..70b2d923a
--- /dev/null
+++ b/src/app/api/integrations/whoop/test/__tests__/route.test.ts
@@ -0,0 +1,201 @@
+import { describe, it, expect, vi, beforeEach, afterEach } from "vitest";
+
+vi.mock("@/lib/api-handler", () => ({
+  apiHandler: <T extends (...args: unknown[]) => unknown>(fn: T) => fn,
+  requireAuth: vi.fn(async () => ({
+    user: { id: "u-1" },
+    session: { id: "s-1" },
+  })),
+}));
+
+vi.mock("@/lib/db", () => ({
+  prisma: {
+    whoopConnection: {
+      findUnique: vi.fn(),
+    },
+  },
+}));
+
+vi.mock("@/lib/rate-limit", () => ({
+  checkRateLimit: vi.fn(async () => ({ allowed: true })),
+}));
+
+vi.mock("@/lib/logging/context", () => ({
+  annotate: vi.fn(),
+}));
+
+vi.mock("@/lib/crypto", () => ({
+  decrypt: vi.fn((x: string) => x),
+}));
+
+vi.mock("@/lib/whoop/sync", () => ({
+  getValidToken: vi.fn(),
+}));
+
+import { POST } from "../route";
+import { prisma } from "@/lib/db";
+import { checkRateLimit } from "@/lib/rate-limit";
+import { getValidToken } from "@/lib/whoop/sync";
+
+interface ApiErrorEnvelope {
+  data: null;
+  error: string;
+}
+interface ApiSuccessEnvelope<T> {
+  data: T;
+  error: null;
+}
+
+const originalFetch = global.fetch;
+
+beforeEach(() => {
+  vi.mocked(checkRateLimit).mockResolvedValue({
+    allowed: true,
+    remaining: 5,
+    resetAt: Date.now() + 60_000,
+  } as never);
+  vi.mocked(prisma.whoopConnection.findUnique).mockReset();
+  vi.mocked(getValidToken).mockReset();
+  global.fetch = vi.fn() as never;
+});
+
+afterEach(() => {
+  global.fetch = originalFetch;
+});
+
+function emptyRequest(): Request {
+  return new Request("http://localhost/api/integrations/whoop/test", {
+    method: "POST",
+    headers: { "content-length": "0" },
+  });
+}
+
+describe("POST /api/integrations/whoop/test", () => {
+  it("happy path returns ok with shape", async () => {
+    const lastSyncedAt = new Date("2026-05-01T10:00:00.000Z");
+    vi.mocked(getValidToken).mockResolvedValueOnce({
+      accessToken: "plain-access",
+      connection: { id: "wc-1", whoopUserId: "wu-1" },
+    });
+    vi.mocked(prisma.whoopConnection.findUnique).mockResolvedValueOnce({
+      lastSyncedAt,
+    } as never);
+    (global.fetch as unknown as ReturnType<typeof vi.fn>).mockResolvedValueOnce(
+      new Response(JSON.stringify({ user_id: 1, first_name: "x" }), {
+        status: 200,
+      }),
+    );
+
+    const response = await POST(emptyRequest() as never);
+    expect(response.status).toBe(200);
+    const body = (await response.json()) as ApiSuccessEnvelope<{
+      ok: boolean;
+      lastSyncedAt: string;
+      latencyMs: number;
+    }>;
+    expect(body.data.ok).toBe(true);
+    expect(typeof body.data.latencyMs).toBe("number");
+    expect(body.data.lastSyncedAt).toBe(lastSyncedAt.toISOString());
+  });
+
+  it("rate-limit denial returns 429 with no upstream call", async () => {
+    vi.mocked(checkRateLimit).mockResolvedValueOnce({
+      allowed: false,
+      remaining: 0,
+      resetAt: Date.now() + 60_000,
+    } as never);
+    const response = await POST(emptyRequest() as never);
+    expect(response.status).toBe(429);
+    expect(global.fetch).not.toHaveBeenCalled();
+  });
+
+  it("returns 422 when no WHOOP connection exists", async () => {
+    vi.mocked(getValidToken).mockResolvedValueOnce(null);
+    const response = await POST(emptyRequest() as never);
+    expect(response.status).toBe(422);
+    const body = (await response.json()) as ApiErrorEnvelope;
+    expect(body.error).toMatch(/not connected/i);
+    expect(global.fetch).not.toHaveBeenCalled();
+  });
+
+  it("classifies 401 upstream as credentials_rejected", async () => {
+    vi.mocked(getValidToken).mockResolvedValueOnce({
+      accessToken: "sk-secret",
+      connection: { id: "wc-1", whoopUserId: "wu-1" },
+    });
+    vi.mocked(prisma.whoopConnection.findUnique).mockResolvedValueOnce({
+      lastSyncedAt: null,
+    } as never);
+    (global.fetch as unknown as ReturnType<typeof vi.fn>).mockResolvedValueOnce(
+      new Response(JSON.stringify({ error: "unauthorized" }), { status: 401 }),
+    );
+    const response = await POST(emptyRequest() as never);
+    expect(response.status).toBe(502);
+    const body = (await response.json()) as ApiErrorEnvelope & {
+      meta?: { errorCode?: string };
+    };
+    expect(body.meta?.errorCode).toBe("credentials_rejected");
+  });
+
+  it("classifies 429 upstream as rate_limited", async () => {
+    vi.mocked(getValidToken).mockResolvedValueOnce({
+      accessToken: "plain-access",
+      connection: { id: "wc-1", whoopUserId: "wu-1" },
+    });
+    vi.mocked(prisma.whoopConnection.findUnique).mockResolvedValueOnce({
+      lastSyncedAt: null,
+    } as never);
+    (global.fetch as unknown as ReturnType<typeof vi.fn>).mockResolvedValueOnce(
+      new Response(JSON.stringify({ error: "rate limited" }), { status: 429 }),
+    );
+    const response = await POST(emptyRequest() as never);
+    expect(response.status).toBe(502);
+    const body = (await response.json()) as ApiErrorEnvelope & {
+      meta?: { errorCode?: string };
+    };
+    expect(body.meta?.errorCode).toBe("rate_limited");
+  });
+
+  it("classifies 500 upstream as upstream_error", async () => {
+    vi.mocked(getValidToken).mockResolvedValueOnce({
+      accessToken: "plain-access",
+      connection: { id: "wc-1", whoopUserId: "wu-1" },
+    });
+    vi.mocked(prisma.whoopConnection.findUnique).mockResolvedValueOnce({
+      lastSyncedAt: null,
+    } as never);
+    (global.fetch as unknown as ReturnType<typeof vi.fn>).mockResolvedValueOnce(
+      new Response("oops", { status: 503 }),
+    );
+    const response = await POST(emptyRequest() as never);
+    expect(response.status).toBe(502);
+    const body = (await response.json()) as ApiErrorEnvelope & {
+      meta?: { errorCode?: string };
+    };
+    expect(body.meta?.errorCode).toBe("upstream_error");
+  });
+
+  it("does not leak Bearer token or upstream URL on failure", async () => {
+    vi.mocked(getValidToken).mockResolvedValueOnce({
+      accessToken: "sk-secret",
+      connection: { id: "wc-1", whoopUserId: "wu-1" },
+    });
+    vi.mocked(prisma.whoopConnection.findUnique).mockResolvedValueOnce({
+      lastSyncedAt: null,
+    } as never);
+    (global.fetch as unknown as ReturnType<typeof vi.fn>).mockResolvedValueOnce(
+      new Response(
+        JSON.stringify({
+          error: "Authorization: Bearer sk-secret echoed",
+          url: "https://api.prod.whoop.com/developer/v2/user/profile/basic",
+        }),
+        { status: 401 },
+      ),
+    );
+    const response = await POST(emptyRequest() as never);
+    const text = await response.text();
+    expect(response.status).toBe(502);
+    expect(text).not.toMatch(/sk-/);
+    expect(text).not.toMatch(/api\.prod\.whoop\.com/);
+  });
+});
diff --git a/src/app/api/integrations/whoop/test/route.ts b/src/app/api/integrations/whoop/test/route.ts
new file mode 100644
index 000000000..10bd6c1b2
--- /dev/null
+++ b/src/app/api/integrations/whoop/test/route.ts
@@ -0,0 +1,127 @@
+import type { NextRequest } from "next/server";
+import { apiHandler, requireAuth } from "@/lib/api-handler";
+import { apiSuccess, apiError } from "@/lib/api-response";
+import { checkRateLimit } from "@/lib/rate-limit";
+import { annotate } from "@/lib/logging/context";
+import { prisma } from "@/lib/db";
+import { getValidToken } from "@/lib/whoop/sync";
+import { safeFetch, SafeFetchError } from "@/lib/safe-fetch";
+
+export const dynamic = "force-dynamic";
+
+// Cheap authenticated probe — the single (non-paginated) basic-profile
+// endpoint the WHOOP client already calls via `fetchProfile`.
+// Base from `src/lib/whoop/client.ts` (`WHOOP_API_BASE`).
+const WHOOP_PROFILE_URL =
+  "https://api.prod.whoop.com/developer/v2/user/profile/basic";
+const TIMEOUT_MS = 5_000;
+
+type CategorisedError = { code: string; message: string };
+
+function categoriseHttpStatus(status: number): CategorisedError {
+  if (status === 401 || status === 403) {
+    return {
+      code: "credentials_rejected",
+      message: "WHOOP rejected the credentials",
+    };
+  }
+  if (status === 429) {
+    return {
+      code: "rate_limited",
+      message: "WHOOP rate-limited the request",
+    };
+  }
+  if (status >= 500) {
+    return {
+      code: "upstream_error",
+      message: "WHOOP returned a server error",
+    };
+  }
+  return { code: "connection_failed", message: "WHOOP connection failed" };
+}
+
+export const POST = apiHandler(async (request: NextRequest) => {
+  void request;
+  const { user } = await requireAuth();
+  annotate({ action: { name: "integrations.whoop.test" } });
+
+  const rl = await checkRateLimit(`whoop-test:${user.id}`, 5, 60_000);
+  if (!rl.allowed) {
+    return apiError("Too many test requests", 429, {
+      errorCode: "rate_limited_self",
+    });
+  }
+
+  const tokenInfo = await getValidToken(user.id);
+  if (!tokenInfo) {
+    return apiError("WHOOP not connected", 422, {
+      errorCode: "not_configured",
+    });
+  }
+
+  const connection = await prisma.whoopConnection.findUnique({
+    where: { userId: user.id },
+    select: { lastSyncedAt: true },
+  });
+
+  const start = performance.now();
+
+  try {
+    const res = await safeFetch(
+      WHOOP_PROFILE_URL,
+      {
+        method: "GET",
+        headers: {
+          Authorization: `Bearer ${tokenInfo.accessToken}`,
+        },
+      },
+      { timeoutMs: TIMEOUT_MS },
+    );
+    const latencyMs = Math.round(performance.now() - start);
+
+    if (!res.ok) {
+      const cat = categoriseHttpStatus(res.status);
+      annotate({
+        meta: {
+          whoop_test_status: res.status,
+          whoop_test_code: cat.code,
+          whoop_test_latency_ms: latencyMs,
+        },
+      });
+      return apiError(cat.message, 502, { errorCode: cat.code });
+    }
+
+    return apiSuccess({
+      ok: true,
+      lastSyncedAt: connection?.lastSyncedAt ?? null,
+      latencyMs,
+    });
+  } catch (e) {
+    const err = e as Error;
+    // safeFetch wraps timeouts into SafeFetchError{kind:"timeout"};
+    // legacy AbortError name is preserved for compatibility with any
+    // future direct-fetch path that still reaches this catch.
+    const isAbort =
+      (e instanceof SafeFetchError && e.kind === "timeout") ||
+      err.name === "AbortError";
+    const code = isAbort ? "timeout" : "connection_failed";
+    annotate({
+      meta: {
+        whoop_test_code: code,
+        whoop_test_error: redact(err.message).slice(0, 300),
+      },
+    });
+    return apiError(
+      isAbort ? "WHOOP request timed out" : "WHOOP connection failed",
+      502,
+      { errorCode: code },
+    );
+  }
+});
+
+// Strip any `Bearer <token>` substring before annotating; the catch path can
+// see DNS / TLS errors that include the request init via err.cause in some
+// runtimes, and we never want a token in Loki.
+function redact(text: string): string {
+  return text.replace(/Bearer\s+\S+/gi, "Bearer [REDACTED]");
+}
diff --git a/src/components/settings/integrations-section.tsx b/src/components/settings/integrations-section.tsx
index ad2c66f3a..df5452da3 100644
--- a/src/components/settings/integrations-section.tsx
+++ b/src/components/settings/integrations-section.tsx
@@ -749,6 +749,30 @@ function WhoopCard({
     },
   });
 
+  // Clear a parked integration via the resume endpoint. The CTA is
+  // rendered inside the parked banner below; success invalidates both
+  // the per-card status (so the pill flips back to connected
+  // immediately) and the cross-integration envelope (so any other view
+  // picks up the change on its next focus).
+  const resume = useMutation({
+    mutationFn: async () => {
+      const res = await fetch("/api/integrations/whoop/resume", {
+        method: "POST",
+      });
+      if (!res.ok) throw new Error("Failed");
+      return (await res.json()).data as {
+        resumed: boolean;
+        wasParked: boolean;
+      };
+    },
+    onSuccess: () => {
+      queryClient.invalidateQueries({ queryKey: queryKeys.whoop() });
+      queryClient.invalidateQueries({
+        queryKey: queryKeys.integrationsStatus(),
+      });
+    },
+  });
+
   async function handleSync(fullSync = false) {
     setSyncing(true);
     setSyncMsg(null);
@@ -851,6 +875,57 @@ function WhoopCard({
 
       <div className="mt-4 space-y-4">
         {errorMessage && <IntegrationErrorMessage message={errorMessage} />}
+        {/* Parked-integration resume CTA. Surfaces only when the row
+            state is `parked` (>24h of persistent failures). The button
+            POSTs to /api/integrations/whoop/resume which calls
+            `resumeIntegrationFromPark`; on success the per-card status
+            invalidates and the pill flips back to connected without a
+            page refresh. Wider tap target than the inline action row so
+            it stays reachable on a Pixel 5 viewport. */}
+        {pillState === "parked" && (
+          <div
+            data-testid="whoop-parked-banner"
+            className="border-dracula-orange/30 bg-dracula-orange/10 flex flex-wrap items-center justify-between gap-2 rounded-md border px-3 py-2 text-sm"
+          >
+            <span className="text-dracula-orange min-w-0 break-words text-xs">
+              {t("settings.integrationPill.parkedReconnect")}
+            </span>
+            <Button
+              type="button"
+              size="sm"
+              variant="outline"
+              onClick={() => resume.mutate()}
+              disabled={resume.isPending}
+              data-testid="whoop-resume-button"
+              className="min-h-[44px] sm:min-h-0"
+            >
+              {resume.isPending ? (
+                <Loader2 className="mr-1 h-3.5 w-3.5 animate-spin motion-reduce:animate-none" />
+              ) : (
+                <Link2 className="mr-1 h-3.5 w-3.5" />
+              )}
+              {t("settings.integrationPill.resumeCta")}
+            </Button>
+          </div>
+        )}
+        {resume.isError && (
+          <p
+            role="alert"
+            className="text-destructive text-xs"
+            data-testid="whoop-resume-error"
+          >
+            {t("settings.integrationPill.resumeError")}
+          </p>
+        )}
+        {resume.isSuccess && resume.data?.wasParked && (
+          <p
+            role="status"
+            className="text-dracula-green text-xs"
+            data-testid="whoop-resume-success"
+          >
+            {t("settings.integrationPill.resumeSuccess")}
+          </p>
+        )}
 
         <div className="space-y-3">
           <h3 className="text-sm font-semibold">
@@ -952,7 +1027,11 @@ function WhoopCard({
               <AlertDialog>
                 <AlertDialogTrigger asChild>
                   <Button variant="outline" size="sm" disabled={syncing}>
-                    <Download className="mr-1 h-3.5 w-3.5" />
+                    {syncing ? (
+                      <Loader2 className="mr-1 h-3.5 w-3.5 animate-spin motion-reduce:animate-none" />
+                    ) : (
+                      <RefreshCw className="mr-1 h-3.5 w-3.5" />
+                    )}
                     {t("settings.whoopFullSync")}
                   </Button>
                 </AlertDialogTrigger>
@@ -973,6 +1052,10 @@ function WhoopCard({
                   </AlertDialogFooter>
                 </AlertDialogContent>
               </AlertDialog>
+              <TestConnectionButton
+                endpoint="/api/integrations/whoop/test"
+                disabled={!status?.connected}
+              />
               <AlertDialog>
                 <AlertDialogTrigger asChild>
                   <Button