diff --git a/.env.example b/.env.example
index 68f8d97..8598d5e 100644
--- a/.env.example
+++ b/.env.example
@@ -24,6 +24,7 @@ NOTION_DATABASE_ID=
 # Optional: Webhook secret for n8n automation
 WEBHOOK_SECRET=
 PIPELINE_WEBHOOK_URL=
+JOB_COMPLETE_WEBHOOK_URL=
 
 # =============================================================================
 # JobSpy (Indeed/LinkedIn scraping) - optional
diff --git a/orchestrator/.env.example b/orchestrator/.env.example
index a92ecc4..a12357a 100644
--- a/orchestrator/.env.example
+++ b/orchestrator/.env.example
@@ -12,6 +12,7 @@ NOTION_DATABASE_ID=
 # Webhook security (optional)
 WEBHOOK_SECRET=
 PIPELINE_WEBHOOK_URL=
+JOB_COMPLETE_WEBHOOK_URL=
 
 # Pipeline configuration
 PIPELINE_TOP_N=10
diff --git a/orchestrator/src/client/api/client.ts b/orchestrator/src/client/api/client.ts
index cef2bf9..b01f939 100644
--- a/orchestrator/src/client/api/client.ts
+++ b/orchestrator/src/client/api/client.ts
@@ -101,6 +101,7 @@ export async function getSettings(): Promise<AppSettings> {
 export async function updateSettings(update: {
   model?: string | null
   pipelineWebhookUrl?: string | null
+  jobCompleteWebhookUrl?: string | null
 }): Promise<AppSettings> {
   return fetchApi<AppSettings>('/settings', {
     method: 'PATCH',
diff --git a/orchestrator/src/client/pages/SettingsPage.tsx b/orchestrator/src/client/pages/SettingsPage.tsx
index d2c4690..92b34bc 100644
--- a/orchestrator/src/client/pages/SettingsPage.tsx
+++ b/orchestrator/src/client/pages/SettingsPage.tsx
@@ -16,6 +16,7 @@ export const SettingsPage: React.FC = () => {
   const [settings, setSettings] = useState<AppSettings | null>(null)
   const [modelDraft, setModelDraft] = useState("")
   const [pipelineWebhookUrlDraft, setPipelineWebhookUrlDraft] = useState("")
+  const [jobCompleteWebhookUrlDraft, setJobCompleteWebhookUrlDraft] = useState("")
   const [isSaving, setIsSaving] = useState(false)
   const [isLoading, setIsLoading] = useState(true)
 
@@ -29,6 +30,7 @@ export const SettingsPage: React.FC = () => {
         setSettings(data)
         setModelDraft(data.overrideModel ?? "")
         setPipelineWebhookUrlDraft(data.overridePipelineWebhookUrl ?? "")
+        setJobCompleteWebhookUrlDraft(data.overrideJobCompleteWebhookUrl ?? "")
       })
       .catch((error) => {
         const message = error instanceof Error ? error.message : "Failed to load settings"
@@ -50,6 +52,9 @@ export const SettingsPage: React.FC = () => {
   const effectivePipelineWebhookUrl = settings?.pipelineWebhookUrl ?? ""
   const defaultPipelineWebhookUrl = settings?.defaultPipelineWebhookUrl ?? ""
   const overridePipelineWebhookUrl = settings?.overridePipelineWebhookUrl
+  const effectiveJobCompleteWebhookUrl = settings?.jobCompleteWebhookUrl ?? ""
+  const defaultJobCompleteWebhookUrl = settings?.defaultJobCompleteWebhookUrl ?? ""
+  const overrideJobCompleteWebhookUrl = settings?.overrideJobCompleteWebhookUrl
 
   const canSave = useMemo(() => {
     if (!settings) return false
@@ -57,8 +62,22 @@ export const SettingsPage: React.FC = () => {
     const current = (overrideModel ?? "").trim()
     const nextWebhook = pipelineWebhookUrlDraft.trim()
     const currentWebhook = (overridePipelineWebhookUrl ?? "").trim()
-    return next !== current || nextWebhook !== currentWebhook
-  }, [modelDraft, overrideModel, settings, pipelineWebhookUrlDraft, overridePipelineWebhookUrl])
+    const nextJobCompleteWebhook = jobCompleteWebhookUrlDraft.trim()
+    const currentJobCompleteWebhook = (overrideJobCompleteWebhookUrl ?? "").trim()
+    return (
+      next !== current ||
+      nextWebhook !== currentWebhook ||
+      nextJobCompleteWebhook !== currentJobCompleteWebhook
+    )
+  }, [
+    settings,
+    modelDraft,
+    pipelineWebhookUrlDraft,
+    jobCompleteWebhookUrlDraft,
+    overrideModel,
+    overridePipelineWebhookUrl,
+    overrideJobCompleteWebhookUrl,
+  ])
 
   const handleSave = async () => {
     if (!settings) return
@@ -66,13 +85,16 @@ export const SettingsPage: React.FC = () => {
       setIsSaving(true)
       const trimmed = modelDraft.trim()
       const webhookTrimmed = pipelineWebhookUrlDraft.trim()
+      const jobCompleteTrimmed = jobCompleteWebhookUrlDraft.trim()
       const updated = await api.updateSettings({
         model: trimmed.length > 0 ? trimmed : null,
         pipelineWebhookUrl: webhookTrimmed.length > 0 ? webhookTrimmed : null,
+        jobCompleteWebhookUrl: jobCompleteTrimmed.length > 0 ? jobCompleteTrimmed : null,
       })
       setSettings(updated)
       setModelDraft(updated.overrideModel ?? "")
       setPipelineWebhookUrlDraft(updated.overridePipelineWebhookUrl ?? "")
+      setJobCompleteWebhookUrlDraft(updated.overrideJobCompleteWebhookUrl ?? "")
       toast.success("Settings saved")
     } catch (error) {
       const message = error instanceof Error ? error.message : "Failed to save settings"
@@ -85,10 +107,11 @@ export const SettingsPage: React.FC = () => {
   const handleReset = async () => {
     try {
       setIsSaving(true)
-      const updated = await api.updateSettings({ model: null, pipelineWebhookUrl: null })
+      const updated = await api.updateSettings({ model: null, pipelineWebhookUrl: null, jobCompleteWebhookUrl: null })
       setSettings(updated)
       setModelDraft("")
       setPipelineWebhookUrlDraft("")
+      setJobCompleteWebhookUrlDraft("")
       toast.success("Reset to default")
     } catch (error) {
       const message = error instanceof Error ? error.message : "Failed to reset settings"
@@ -173,6 +196,40 @@ export const SettingsPage: React.FC = () => {
         </CardContent>
       </Card>
 
+      <Card>
+        <CardHeader>
+          <CardTitle className="text-base">Job Complete Webhook</CardTitle>
+        </CardHeader>
+
+        <CardContent className="space-y-4">
+          <div className="space-y-2">
+            <div className="text-sm font-medium">Job completion webhook URL</div>
+            <Input
+              value={jobCompleteWebhookUrlDraft}
+              onChange={(event) => setJobCompleteWebhookUrlDraft(event.target.value)}
+              placeholder={defaultJobCompleteWebhookUrl || "https://..."}
+              disabled={isLoading || isSaving}
+            />
+            <div className="text-xs text-muted-foreground">
+              When set, the server sends a POST when you mark a job as applied (includes the job description).
+            </div>
+          </div>
+
+          <Separator />
+
+          <div className="grid gap-2 text-sm sm:grid-cols-2">
+            <div>
+              <div className="text-xs text-muted-foreground">Effective</div>
+              <div className="break-words font-mono text-xs">{effectiveJobCompleteWebhookUrl || "—"}</div>
+            </div>
+            <div>
+              <div className="text-xs text-muted-foreground">Default (env)</div>
+              <div className="break-words font-mono text-xs">{defaultJobCompleteWebhookUrl || "—"}</div>
+            </div>
+          </div>
+        </CardContent>
+      </Card>
+
       <div className="flex flex-wrap gap-2">
         <Button onClick={handleSave} disabled={isLoading || isSaving || !canSave}>
           {isSaving ? "Saving..." : "Save"}
diff --git a/orchestrator/src/server/api/routes.ts b/orchestrator/src/server/api/routes.ts
index 5fd6f63..0a77a63 100644
--- a/orchestrator/src/server/api/routes.ts
+++ b/orchestrator/src/server/api/routes.ts
@@ -10,10 +10,38 @@ import * as settingsRepo from '../repositories/settings.js';
 import { runPipeline, processJob, getPipelineStatus, subscribeToProgress, getProgress } from '../pipeline/index.js';
 import { createNotionEntry } from '../services/notion.js';
 import { clearDatabase } from '../db/clear.js';
-import type { JobStatus, ApiResponse, JobsListResponse, PipelineStatusResponse } from '../../shared/types.js';
+import type { Job, JobStatus, ApiResponse, JobsListResponse, PipelineStatusResponse } from '../../shared/types.js';
 
 export const apiRouter = Router();
 
+async function notifyJobCompleteWebhook(job: Job) {
+  const overrideWebhookUrl = await settingsRepo.getSetting('jobCompleteWebhookUrl')
+  const webhookUrl = (overrideWebhookUrl || process.env.JOB_COMPLETE_WEBHOOK_URL || '').trim()
+  if (!webhookUrl) return
+
+  try {
+    const headers: Record<string, string> = { 'Content-Type': 'application/json' }
+    const secret = process.env.WEBHOOK_SECRET
+    if (secret) headers.Authorization = `Bearer ${secret}`
+
+    const response = await fetch(webhookUrl, {
+      method: 'POST',
+      headers,
+      body: JSON.stringify({
+        event: 'job.completed',
+        sentAt: new Date().toISOString(),
+        job,
+      }),
+    })
+
+    if (!response.ok) {
+      console.warn(`⚠️ Job complete webhook POST failed (${response.status}): ${await response.text()}`)
+    }
+  } catch (error) {
+    console.warn('⚠️ Job complete webhook POST failed:', error)
+  }
+}
+
 // ============================================================================
 // Jobs API
 // ============================================================================
@@ -145,6 +173,10 @@ apiRouter.post('/jobs/:id/apply', async (req: Request, res: Response) => {
       appliedAt,
       notionPageId: notionResult.pageId,
     });
+
+    if (updatedJob) {
+      notifyJobCompleteWebhook(updatedJob).catch(console.warn)
+    }
     
     res.json({ success: true, data: updatedJob });
   } catch (error) {
@@ -188,6 +220,10 @@ apiRouter.get('/settings', async (_req: Request, res: Response) => {
     const defaultPipelineWebhookUrl = process.env.PIPELINE_WEBHOOK_URL || process.env.WEBHOOK_URL || '';
     const pipelineWebhookUrl = overridePipelineWebhookUrl || defaultPipelineWebhookUrl;
 
+    const overrideJobCompleteWebhookUrl = await settingsRepo.getSetting('jobCompleteWebhookUrl');
+    const defaultJobCompleteWebhookUrl = process.env.JOB_COMPLETE_WEBHOOK_URL || '';
+    const jobCompleteWebhookUrl = overrideJobCompleteWebhookUrl || defaultJobCompleteWebhookUrl;
+
     res.json({
       success: true,
       data: {
@@ -197,6 +233,9 @@ apiRouter.get('/settings', async (_req: Request, res: Response) => {
         pipelineWebhookUrl,
         defaultPipelineWebhookUrl,
         overridePipelineWebhookUrl,
+        jobCompleteWebhookUrl,
+        defaultJobCompleteWebhookUrl,
+        overrideJobCompleteWebhookUrl,
       },
     });
   } catch (error) {
@@ -208,6 +247,7 @@ apiRouter.get('/settings', async (_req: Request, res: Response) => {
 const updateSettingsSchema = z.object({
   model: z.string().trim().min(1).max(200).nullable().optional(),
   pipelineWebhookUrl: z.string().trim().min(1).max(2000).nullable().optional(),
+  jobCompleteWebhookUrl: z.string().trim().min(1).max(2000).nullable().optional(),
 });
 
 /**
@@ -227,6 +267,11 @@ apiRouter.patch('/settings', async (req: Request, res: Response) => {
       await settingsRepo.setSetting('pipelineWebhookUrl', pipelineWebhookUrl);
     }
 
+    if ('jobCompleteWebhookUrl' in input) {
+      const webhookUrl = input.jobCompleteWebhookUrl ?? null;
+      await settingsRepo.setSetting('jobCompleteWebhookUrl', webhookUrl);
+    }
+
     const overrideModel = await settingsRepo.getSetting('model');
     const defaultModel = process.env.MODEL || 'openai/gpt-4o-mini';
     const model = overrideModel || defaultModel;
@@ -235,6 +280,10 @@ apiRouter.patch('/settings', async (req: Request, res: Response) => {
     const defaultPipelineWebhookUrl = process.env.PIPELINE_WEBHOOK_URL || process.env.WEBHOOK_URL || '';
     const pipelineWebhookUrl = overridePipelineWebhookUrl || defaultPipelineWebhookUrl;
 
+    const overrideJobCompleteWebhookUrl = await settingsRepo.getSetting('jobCompleteWebhookUrl');
+    const defaultJobCompleteWebhookUrl = process.env.JOB_COMPLETE_WEBHOOK_URL || '';
+    const jobCompleteWebhookUrl = overrideJobCompleteWebhookUrl || defaultJobCompleteWebhookUrl;
+
     res.json({
       success: true,
       data: {
@@ -244,6 +293,9 @@ apiRouter.patch('/settings', async (req: Request, res: Response) => {
         pipelineWebhookUrl,
         defaultPipelineWebhookUrl,
         overridePipelineWebhookUrl,
+        jobCompleteWebhookUrl,
+        defaultJobCompleteWebhookUrl,
+        overrideJobCompleteWebhookUrl,
       },
     });
   } catch (error) {
diff --git a/orchestrator/src/server/repositories/settings.ts b/orchestrator/src/server/repositories/settings.ts
index d86115f..a4517e1 100644
--- a/orchestrator/src/server/repositories/settings.ts
+++ b/orchestrator/src/server/repositories/settings.ts
@@ -9,6 +9,7 @@ const { settings } = schema
 
 export type SettingKey = 'model'
   | 'pipelineWebhookUrl'
+  | 'jobCompleteWebhookUrl'
 
 export async function getSetting(key: SettingKey): Promise<string | null> {
   const [row] = await db.select().from(settings).where(eq(settings.key, key))
diff --git a/orchestrator/src/shared/types.ts b/orchestrator/src/shared/types.ts
index ac2b616..b8004d8 100644
--- a/orchestrator/src/shared/types.ts
+++ b/orchestrator/src/shared/types.ts
@@ -179,4 +179,7 @@ export interface AppSettings {
   pipelineWebhookUrl: string;
   defaultPipelineWebhookUrl: string;
   overridePipelineWebhookUrl: string | null;
+  jobCompleteWebhookUrl: string;
+  defaultJobCompleteWebhookUrl: string;
+  overrideJobCompleteWebhookUrl: string | null;
 }