different-ai/openwork · error · Error

Checkout failed ( ).

Error message

Checkout failed (${response.status}).

What it means

Thrown by startSubscribeCheckout when POST /v1/billing/stripe/checkout with type "inference" returns non-OK. getRequestError turns a 403 reauth payload into ReauthRequiredError and otherwise throws the server message or this fallback. It means the Stripe checkout session for inference usage subscription could not be created.

Solutions

1. Read the surfaced server message for the specific billing conflict.
2. Re-authenticate if the error is reauth-required; runReauthableAction retries transparently.
3. Verify Stripe configuration on the Den server (keys, webhooks, price IDs for inference).
4. Refresh the inference status (GET) to see if a subscription already exists before retrying.
5. On 5xx, check server logs for Stripe API errors.

Example fix

// before
if (!response.ok) {
  throw getRequestError(payload, response, `Checkout failed (${response.status}).`);
}
// after
if (!response.ok) {
  if (response.status === 409) throw new Error("You already have an inference subscription - open the billing portal instead.");
  throw getRequestError(payload, response, `Checkout failed (${response.status}).`);
}

const { response, payload: status } = await requestJson("/v1/inference/status", {}, 10000);
if (status && typeof status === "object" && "subscribed" in status && status.subscribed === true) {
  showToast("Already subscribed - use the billing portal to manage it."); return;
}

function isReauth(error: unknown): error is ReauthRequiredError { return error instanceof ReauthRequiredError; }

try {
  await runReauthableAction("inference-checkout", startSubscribeCheckout);
} catch (error) {
  if (isReauthRequiredError(error)) { promptReauth(); return; }
  setStripeError(error instanceof Error ? error.message : "Could not start checkout.");
}

When it happens

Trigger: POST /v1/billing/stripe/checkout (type "inference") fails: Stripe unconfigured on the server, org already subscribed or in an incompatible billing state (409/400), payment method/plan mismatch, expired session (401), or Stripe API 5xx. 12s timeout.

Common situations: Self-hosted Den without Stripe keys; clicking 'Subscribe' twice and hitting a state conflict; org switching between seat and inference subscriptions; Stripe outage.

Related errors

• Billing portal failed
• Seat checkout failed
• Failed to update inference settings
• Billing lookup failed
• Billing response was incomplete.

AI-assisted analysis of different-ai/openwork@2b7df46e8a (2026-09-01). Data as JSON: /api/errors/a44cbfc1898b938a. Report an issue: GitHub.

Appendix: source

Thrown at ee/apps/den-web/app/(den)/dashboard/_components/inference-screen.tsx:359

  // instead of bouncing the user to the billing page. Billing stays the
  // status/portal view.
  async function startSubscribeCheckout() {
    if (!canManageModels) {
      setError("Only workspace admins can start OpenWork Models checkout.");
      return;
    }

    setError(null);
    try {
      await runReauthableAction("inference-checkout", async () => {
        setSubscribeBusy(true);
        const { response, payload } = await requestJson(
          "/v1/billing/stripe/checkout",
          { method: "POST", body: JSON.stringify({ type: "inference" }) },
          12000,
        );
        if (!response.ok) {
          throw getRequestError(payload, response, `Checkout failed (${response.status}).`);
        }
        const url = payload && typeof payload === "object" && "url" in payload && typeof payload.url === "string" ? payload.url : null;
        if (!url) {
          throw new Error("Checkout response did not include a URL.");
        }
        window.location.href = url;
      });
    } catch (checkoutError) {
      setError(checkoutError instanceof Error ? checkoutError.message : "Could not start checkout.");
      setSubscribeBusy(false);
    }
  }

  async function toggleEnabled() {
    if (!canManageModels) {
      setError("Only workspace admins can manage OpenWork Models.");
      return;
    }

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