diff --git a/src/app/api/admin/reconcile-subscriptions/route.ts b/src/app/api/admin/reconcile-subscriptions/route.ts
new file mode 100644
index 0000000..47af079
--- /dev/null
+++ b/src/app/api/admin/reconcile-subscriptions/route.ts
@@ -0,0 +1,120 @@
+import { NextResponse } from "next/server";
+import { sql } from "@/db";
+import { requireAdmin } from "@/lib/admin-auth";
+import { grantPremium, revokeToFree, ENTITLED_STATUSES, TERMINAL_STATUSES } from "@/lib/billing/entitlements";
+
+/**
+ * POST /api/admin/reconcile-subscriptions — admin recovery + diagnostic.
+ *
+ * For each family_subscription, looks at the most recent webhook event we
+ * logged for its Razorpay subscription id, derives the intended status, and
+ * (re)applies the grant/revoke + row update — catching and RETURNING any error.
+ *
+ * Why this exists: the webhook logs an event before processing it, so a
+ * processing error left the event logged-but-unprocessed and the idempotency
+ * guard blocked retries. This endpoint reprocesses those stuck events safely
+ * (all grant/revoke ops are idempotent) and surfaces the real error per sub.
+ */
+const GRANT_FROM_EVENT: Record<string, string> = {
+  "subscription.authenticated": "authenticated",
+  "subscription.activated": "active",
+  "subscription.charged": "active",
+  "subscription.resumed": "active",
+  "subscription.pending": "pending",
+};
+const REVOKE_FROM_EVENT: Record<string, string> = {
+  "subscription.halted": "halted",
+  "subscription.cancelled": "cancelled",
+  "subscription.completed": "completed",
+  "subscription.expired": "expired",
+  "subscription.paused": "paused",
+};
+
+export async function POST(request: Request) {
+  const auth = await requireAdmin(request);
+  if (!auth.success) return NextResponse.json({ error: auth.error }, { status: auth.status });
+
+  const subs = await sql`
+    SELECT id, family_id, razorpay_subscription_id, status FROM family_subscriptions
+  `;
+
+  const results: unknown[] = [];
+
+  for (const s of subs as Record<string, unknown>[]) {
+    const subId = s.razorpay_subscription_id as string;
+    const rowId = s.id as string;
+    const familyId = s.family_id as string;
+
+    // Most recent webhook event we have for this subscription.
+    const ev = await sql`
+      SELECT event_type, payload FROM razorpay_webhook_events
+      WHERE payload->'payload'->'subscription'->'entity'->>'id' = ${subId}
+      ORDER BY received_at DESC
+      LIMIT 1
+    `;
+    const event = ev[0] as { event_type: string; payload: Record<string, unknown> } | undefined;
+    if (!event) {
+      results.push({ subId, action: "skipped", reason: "no webhook event logged yet" });
+      continue;
+    }
+
+    const eventType = event.event_type;
+    const grant = GRANT_FROM_EVENT[eventType];
+    const revoke = REVOKE_FROM_EVENT[eventType];
+
+    try {
+      // Pull current_start/current_end from the stored payload.
+      const entity = ((event.payload as Record<string, unknown>)?.payload as Record<string, unknown>)
+        ?.subscription as Record<string, unknown> | undefined;
+      const ent = (entity as { entity?: Record<string, unknown> })?.entity;
+      const toDate = (v: unknown) => {
+        const n = Number(v);
+        return Number.isFinite(n) && n > 0 ? new Date(n * 1000) : null;
+      };
+      const currentStart = toDate(ent?.current_start);
+      const currentEnd = toDate(ent?.current_end);
+      const customerId = (ent?.customer_id as string) ?? null;
+
+      if (grant) {
+        await sql`
+          UPDATE family_subscriptions SET
+            status               = ${grant}::subscription_status_enum,
+            razorpay_customer_id = COALESCE(${customerId}, razorpay_customer_id),
+            current_start        = COALESCE(${currentStart}, current_start),
+            current_end          = COALESCE(${currentEnd}, current_end),
+            updated_at           = NOW()
+          WHERE id = ${rowId}
+        `;
+        await grantPremium(familyId, grant);
+        results.push({ subId, familyId, eventType, applied: "grant", status: grant, ok: true });
+      } else if (revoke) {
+        await sql`
+          UPDATE family_subscriptions SET
+            status     = ${revoke}::subscription_status_enum,
+            updated_at = NOW()
+          WHERE id = ${rowId}
+        `;
+        await revokeToFree(familyId, revoke);
+        results.push({ subId, familyId, eventType, applied: "revoke", status: revoke, ok: true });
+      } else {
+        results.push({ subId, eventType, action: "skipped", reason: "unhandled event type" });
+      }
+    } catch (e) {
+      results.push({ subId, familyId, eventType, ok: false, error: String(e) });
+    }
+  }
+
+  // Show resulting family tiers so we can confirm the grant landed.
+  const families = await sql`
+    SELECT id, tier, subscription_status, max_members, max_children
+    FROM families WHERE tier != 'free' OR subscription_status IS NOT NULL
+  `;
+
+  return NextResponse.json({
+    success: true,
+    reconciled: results,
+    paidFamilies: families,
+    entitledStatuses: [...ENTITLED_STATUSES],
+    terminalStatuses: [...TERMINAL_STATUSES],
+  });
+}
diff --git a/src/app/api/webhooks/razorpay/route.ts b/src/app/api/webhooks/razorpay/route.ts
index 63d0a3b..407da59 100644
--- a/src/app/api/webhooks/razorpay/route.ts
+++ b/src/app/api/webhooks/razorpay/route.ts
@@ -83,23 +83,25 @@ export async function POST(req: Request) {
   }
   const eventType = event.event ?? "unknown";
 
-  // 2. Idempotency — unique insert on event id. If it already exists, bail 200.
+  // 2. Audit log (best-effort, never blocks processing). We intentionally do
+  //    NOT early-return on duplicate here: processing is idempotent (status
+  //    UPDATE + grant/revoke are all upserts), so re-running a redelivered event
+  //    is safe. Early-returning on duplicate BEFORE processing was a trap — a
+  //    processing error left the event logged-but-unapplied and every retry hit
+  //    the duplicate guard and skipped processing forever.
   try {
-    const inserted = await sql`
+    await sql`
       INSERT INTO razorpay_webhook_events (razorpay_event_id, event_type, payload)
       VALUES (${eventId}, ${eventType}, ${rawBody}::jsonb)
       ON CONFLICT (razorpay_event_id) DO NOTHING
-      RETURNING id
     `;
-    if (inserted.length === 0) {
-      return new NextResponse("ok (duplicate)", { status: 200 });
-    }
   } catch (e) {
-    console.error("Razorpay webhook: log insert failed", e);
-    return new NextResponse("log error", { status: 500 }); // retry
+    // Logging is not critical to entitlement — carry on and still process.
+    console.error("Razorpay webhook: log insert failed (continuing)", e);
   }
 
-  // 3 + 4. Process the event. Errors here → 500 so Razorpay retries.
+  // 3 + 4. Process the event. Errors here → 500 so Razorpay retries (and the
+  //    retry WILL reprocess, because we no longer short-circuit on duplicate).
   try {
     const sub = event.payload?.subscription?.entity;
     const subId = sub?.id as string | undefined;