diff --git a/server/src/integrations/tailscale/adapter.ts b/server/src/integrations/tailscale/adapter.ts
index 9d2b9aa..f3f0be3 100644
--- a/server/src/integrations/tailscale/adapter.ts
+++ b/server/src/integrations/tailscale/adapter.ts
@@ -36,6 +36,8 @@ export interface TailscaleDevice {
   isExitNode: boolean;
   authorized: boolean;
   online: boolean;
+  keyExpiry: string | null;
+  keyExpiryDisabled: boolean;
 }
 
 export interface TailscaleAdapter {
@@ -76,6 +78,12 @@ export function createTailscaleAdapter(config: TailscaleConfig): TailscaleAdapte
     const data = await api("GET", `/api/v2/tailnet/${tailnetPath()}/devices?fields=all`);
     return (data.devices || []).map((d: any) => {
       const enabledRoutes: string[] = d.enabledRoutes || [];
+      // Tailscale returns Go's zero time ("0001-01-01T00:00:00Z") for
+      // `expires` when a device has no expiry set (distinct from
+      // keyExpiryDisabled, which is the explicit "never expire" override) —
+      // treat both as "no expiry" rather than showing a bogus 1AD date.
+      const expires: string | undefined = d.expires;
+      const hasRealExpiry = !!expires && !expires.startsWith("0001-01-01");
       return {
         id: d.id,
         nodeId: d.nodeId || d.id,
@@ -88,6 +96,8 @@ export function createTailscaleAdapter(config: TailscaleConfig): TailscaleAdapte
         isExitNode: enabledRoutes.includes("0.0.0.0/0") && enabledRoutes.includes("::/0"),
         authorized: !!d.authorized,
         online: !!d.connectedToControl,
+        keyExpiry: hasRealExpiry ? expires! : null,
+        keyExpiryDisabled: !!d.keyExpiryDisabled,
       };
     });
   }
diff --git a/server/src/routes/integrations.ts b/server/src/routes/integrations.ts
index 5cca002..f346007 100644
--- a/server/src/routes/integrations.ts
+++ b/server/src/routes/integrations.ts
@@ -315,18 +315,26 @@ async function requireTailscaleAdapter(req: Request, res: Response) {
   return { integration: loaded.integration, adapter: createTailscaleAdapter(loaded.config as any) };
 }
 
+const KEY_EXPIRY_WARN_DAYS = 30;
+
 integrationsRouter.get("/:id/tailscale/devices", asyncHandler(async (req, res) => {
   const found = await requireTailscaleAdapter(req, res);
   if (!found) return;
 
   try {
     const devices = await found.adapter.listDevices();
+    const now = Date.now();
     res.json({
       devices,
       summary: {
         total: devices.length,
         online: devices.filter((d) => d.online).length,
         unauthorized: devices.filter((d) => !d.authorized).length,
+        expiringSoon: devices.filter((d) => {
+          if (d.keyExpiryDisabled || !d.keyExpiry) return false;
+          const daysLeft = (new Date(d.keyExpiry).getTime() - now) / 86_400_000;
+          return daysLeft <= KEY_EXPIRY_WARN_DAYS;
+        }).length,
       },
     });
   } catch (err) {
diff --git a/web/src/api/client.ts b/web/src/api/client.ts
index 5cba1e7..7b1f8e7 100644
--- a/web/src/api/client.ts
+++ b/web/src/api/client.ts
@@ -310,11 +310,13 @@ export interface TailscaleDevice {
   isExitNode: boolean;
   authorized: boolean;
   online: boolean;
+  keyExpiry: string | null;
+  keyExpiryDisabled: boolean;
 }
 
 export interface TailscaleDevicesResponse {
   devices: TailscaleDevice[];
-  summary: { total: number; online: number; unauthorized: number };
+  summary: { total: number; online: number; unauthorized: number; expiringSoon: number };
 }
 
 export interface GiteaWorkflowRun {
diff --git a/web/src/pages/Dashboard.tsx b/web/src/pages/Dashboard.tsx
index ef7d115..f31065e 100644
--- a/web/src/pages/Dashboard.tsx
+++ b/web/src/pages/Dashboard.tsx
@@ -181,6 +181,9 @@ export default function Dashboard({ user }: { user: CurrentUser }) {
                       {tailscaleSummary!.unauthorized > 0 && (
                         <div className="text-yellow small mt-1">{tailscaleSummary!.unauthorized} awaiting authorization</div>
                       )}
+                      {tailscaleSummary!.expiringSoon > 0 && (
+                        <div className="text-yellow small mt-1">{tailscaleSummary!.expiringSoon} key(s) expiring soon</div>
+                      )}
                     </div>
                   ) : isLiveGitea ? (
                     <div className="mt-2">
diff --git a/web/src/pages/Tailscale.tsx b/web/src/pages/Tailscale.tsx
index bc6ea75..88b2a2b 100644
--- a/web/src/pages/Tailscale.tsx
+++ b/web/src/pages/Tailscale.tsx
@@ -9,6 +9,22 @@ import {
 } from "../api/client";
 import { formatDateTime } from "../utils/date";
 
+const KEY_EXPIRY_WARN_DAYS = 30;
+
+function keyExpiryBadge(device: TailscaleDevice) {
+  if (device.keyExpiryDisabled || !device.keyExpiry) {
+    return <span className="text-secondary">Never</span>;
+  }
+  const daysLeft = (new Date(device.keyExpiry).getTime() - Date.now()) / 86_400_000;
+  const style =
+    daysLeft < 0 ? "bg-red-lt text-red" : daysLeft <= KEY_EXPIRY_WARN_DAYS ? "bg-yellow-lt text-yellow" : "bg-green-lt text-green";
+  return (
+    <>
+      {formatDateTime(new Date(device.keyExpiry))} <span className={`badge ${style} ms-1`}>{daysLeft < 0 ? "Expired" : `${Math.floor(daysLeft)}d left`}</span>
+    </>
+  );
+}
+
 export default function Tailscale({ user }: { user: CurrentUser }) {
   const canEdit = user.role === "admin" || user.role === "operator";
 
@@ -120,6 +136,7 @@ export default function Tailscale({ user }: { user: CurrentUser }) {
                     <span className="text-secondary fw-normal ms-2">
                       {data.summary.online}/{data.summary.total} online
                       {data.summary.unauthorized > 0 && `, ${data.summary.unauthorized} awaiting authorization`}
+                      {data.summary.expiringSoon > 0 && `, ${data.summary.expiringSoon} key(s) expiring soon`}
                     </span>
                   )}
                 </h3>
@@ -142,6 +159,7 @@ export default function Tailscale({ user }: { user: CurrentUser }) {
                       <th>OS</th>
                       <th>Status</th>
                       <th>Last seen</th>
+                      <th>Key expiry</th>
                       {canEdit && <th className="w-1">Actions</th>}
                     </tr>
                   </thead>
@@ -163,6 +181,7 @@ export default function Tailscale({ user }: { user: CurrentUser }) {
                           {!d.authorized && <span className="badge bg-yellow-lt text-yellow">Unauthorized</span>}
                         </td>
                         <td className="text-secondary">{d.lastSeen ? formatDateTime(new Date(d.lastSeen)) : "—"}</td>
+                        <td>{keyExpiryBadge(d)}</td>
                         {canEdit && (
                           <td>
                             <div className="btn-list flex-nowrap">
@@ -185,7 +204,7 @@ export default function Tailscale({ user }: { user: CurrentUser }) {
                     ))}
                     {data?.devices.length === 0 && (
                       <tr>
-                        <td colSpan={canEdit ? 6 : 5} className="text-secondary text-center">
+                        <td colSpan={canEdit ? 7 : 6} className="text-secondary text-center">
                           No devices in this tailnet.
                         </td>
                       </tr>