diff --git a/apps/dashboard/src/app/(app)/(stripe)/_components/StripeRedirectErrorPage.tsx b/apps/dashboard/src/app/(app)/(stripe)/_components/StripeRedirectErrorPage.tsx
index 57b43a46e71..a1d0a288767 100644
--- a/apps/dashboard/src/app/(app)/(stripe)/_components/StripeRedirectErrorPage.tsx
+++ b/apps/dashboard/src/app/(app)/(stripe)/_components/StripeRedirectErrorPage.tsx
@@ -1,8 +1,14 @@
+"use client";
+
+import { Button } from "@/components/ui/button";
+import { useDashboardRouter } from "@/lib/DashboardRouter";
 import { AlertTriangleIcon } from "lucide-react";
 
 export function StripeRedirectErrorPage(props: {
   errorMessage: string;
 }) {
+  const router = useDashboardRouter();
+
   return (
     <div className="flex min-h-dvh items-center justify-center">
       <div className="flex flex-col items-center text-center text-sm">
@@ -10,6 +16,14 @@ export function StripeRedirectErrorPage(props: {
           <AlertTriangleIcon className="size-5 text-destructive-text" />
         </div>
         <p className="font-medium text-base">{props.errorMessage}</p>
+
+        <Button
+          variant="outline"
+          className="mt-4"
+          onClick={() => router.back()}
+        >
+          Go back
+        </Button>
       </div>
     </div>
   );
diff --git a/apps/dashboard/src/app/(app)/(stripe)/checkout/[team_slug]/[sku]/page.tsx b/apps/dashboard/src/app/(app)/(stripe)/checkout/[team_slug]/[sku]/page.tsx
index 45258c7c459..b154fcf05d2 100644
--- a/apps/dashboard/src/app/(app)/(stripe)/checkout/[team_slug]/[sku]/page.tsx
+++ b/apps/dashboard/src/app/(app)/(stripe)/checkout/[team_slug]/[sku]/page.tsx
@@ -58,18 +58,16 @@ export default async function CheckoutPage(props: {
       break;
     }
     default: {
-      const billingUrl = await getBillingCheckoutUrl({
+      const response = await getBillingCheckoutUrl({
         teamSlug: params.team_slug,
         sku: decodeURIComponent(params.sku) as Exclude<ProductSKU, null>,
       });
 
-      if (!billingUrl) {
-        return (
-          <StripeRedirectErrorPage errorMessage="Failed to load checkout page" />
-        );
+      if (response.status === "error") {
+        return <StripeRedirectErrorPage errorMessage={response.error} />;
       }
 
-      redirect(billingUrl);
+      redirect(response.data);
       break;
     }
   }
diff --git a/apps/dashboard/src/app/(app)/(stripe)/utils/billing.ts b/apps/dashboard/src/app/(app)/(stripe)/utils/billing.ts
index a3df8501353..dd93e0c1725 100644
--- a/apps/dashboard/src/app/(app)/(stripe)/utils/billing.ts
+++ b/apps/dashboard/src/app/(app)/(stripe)/utils/billing.ts
@@ -7,11 +7,14 @@ import { getAuthToken } from "../../api/lib/getAuthToken";
 export async function getBillingCheckoutUrl(options: {
   teamSlug: string;
   sku: Exclude<ProductSKU, null>;
-}): Promise<string | undefined> {
+}) {
   const token = await getAuthToken();
 
   if (!token) {
-    return undefined;
+    return {
+      status: "error",
+      error: "You are not logged in",
+    } as const;
   }
 
   const res = await fetch(
@@ -29,16 +32,43 @@ export async function getBillingCheckoutUrl(options: {
     },
   );
   if (!res.ok) {
-    console.error("Failed to create checkout link", await res.json());
-    return undefined;
+    const text = await res.text();
+    console.error("Failed to create checkout link", text, res.status);
+    switch (res.status) {
+      case 402: {
+        return {
+          status: "error",
+          error:
+            "You have outstanding invoices, please pay these first before re-subscribing.",
+        } as const;
+      }
+      case 429: {
+        return {
+          status: "error",
+          error: "Too many requests, please try again later.",
+        } as const;
+      }
+      default: {
+        return {
+          status: "error",
+          error: "An unknown error occurred, please try again later.",
+        } as const;
+      }
+    }
   }
 
   const json = await res.json();
   if (!json.result) {
-    return undefined;
+    return {
+      status: "error",
+      error: "An unknown error occurred, please try again later.",
+    } as const;
   }
 
-  return json.result as string;
+  return {
+    status: "success",
+    data: json.result as string,
+  } as const;
 }
 
 export async function getPlanCancelUrl(options: {