diff --git a/app/Jobs/RegenerateSslCertJob.php b/app/Jobs/RegenerateSslCertJob.php
new file mode 100644
index 000000000..387408b89
--- /dev/null
+++ b/app/Jobs/RegenerateSslCertJob.php
@@ -0,0 +1,66 @@
+<?php
+
+namespace App\Jobs;
+
+use App\Helpers\SSLHelper;
+use App\Models\SslCertificate;
+use App\Models\Team;
+use App\Notifications\SslExpirationNotification;
+use Illuminate\Bus\Queueable;
+use Illuminate\Contracts\Queue\ShouldQueue;
+use Illuminate\Foundation\Bus\Dispatchable;
+use Illuminate\Queue\InteractsWithQueue;
+use Illuminate\Queue\SerializesModels;
+use Illuminate\Support\Facades\Log;
+
+class RegenerateSslCertJob implements ShouldQueue
+{
+    use Dispatchable, InteractsWithQueue, Queueable, SerializesModels;
+
+    public function __construct(
+        protected ?Team $team = null,
+        protected ?int $server_id = null,
+        protected bool $force_regeneration = false,
+    ) {}
+
+    public function handle()
+    {
+        $query = SslCertificate::query();
+
+        if ($this->server_id) {
+            $query->where('server_id', $this->server_id);
+        }
+
+        if (! $this->force_regeneration) {
+            $query->where('valid_until', '<=', now()->addDays(14));
+        }
+
+        $certificates = $query->get();
+
+        if ($certificates->isEmpty()) {
+            return;
+        }
+
+        $regenerated = collect();
+
+        foreach ($certificates as $certificate) {
+            try {
+                SSLHelper::generateSslCertificate(
+                    commonName: $certificate->common_name,
+                    subjectAlternativeNames: $certificate->subject_alternative_names,
+                    resourceType: $certificate->resource_type,
+                    resourceId: $certificate->resource_id,
+                    serverId: $certificate->server_id,
+                    validityDays: 365
+                );
+                $regenerated->push($certificate);
+            } catch (\Exception $e) {
+                Log::error('Failed to regenerate SSL certificate: '.$e->getMessage());
+            }
+        }
+
+        if ($regenerated->isNotEmpty()) {
+            $this->team?->notify(new SslExpirationNotification($regenerated));
+        }
+    }
+}