diff --git a/app/Console/Kernel.php b/app/Console/Kernel.php
index d82d3a1b9..c5e12b7ee 100644
--- a/app/Console/Kernel.php
+++ b/app/Console/Kernel.php
@@ -40,7 +40,7 @@ protected function schedule(Schedule $schedule): void
         }
 
         // $this->scheduleInstance->job(new CleanupStaleMultiplexedConnections)->hourly();
-        $this->scheduleInstance->command('cleanup:redis')->weekly();
+        $this->scheduleInstance->command('cleanup:redis --clear-locks')->daily();
 
         if (isDev()) {
             // Instance Jobs
diff --git a/app/Jobs/ScheduledJobManager.php b/app/Jobs/ScheduledJobManager.php
index d69585788..de782b96d 100644
--- a/app/Jobs/ScheduledJobManager.php
+++ b/app/Jobs/ScheduledJobManager.php
@@ -15,7 +15,9 @@
 use Illuminate\Queue\SerializesModels;
 use Illuminate\Support\Carbon;
 use Illuminate\Support\Collection;
+use Illuminate\Support\Facades\Cache;
 use Illuminate\Support\Facades\Log;
+use Illuminate\Support\Facades\Redis;
 
 class ScheduledJobManager implements ShouldQueue
 {
@@ -54,6 +56,11 @@ private function determineQueue(): string
      */
     public function middleware(): array
     {
+        // Self-healing: clear any stale lock before WithoutOverlapping tries to acquire it.
+        // Stale locks (TTL = -1) can occur during upgrades, Redis restarts, or edge cases.
+        // @see https://github.com/coollabsio/coolify/issues/8327
+        self::clearStaleLockIfPresent();
+
         return [
             (new WithoutOverlapping('scheduled-job-manager'))
                 ->expireAfter(90)   // Lock expires after 90s to handle high-load environments with many tasks
@@ -61,6 +68,34 @@ public function middleware(): array
         ];
     }
 
+    /**
+     * Clear a stale WithoutOverlapping lock if it has no TTL (TTL = -1).
+     *
+     * This provides continuous self-healing since it runs every time the job is dispatched.
+     * Stale locks permanently block all scheduled job executions with no user-visible error.
+     */
+    private static function clearStaleLockIfPresent(): void
+    {
+        try {
+            $cachePrefix = config('cache.prefix', '');
+            $lockKey = $cachePrefix.'laravel-queue-overlap:'.self::class.':scheduled-job-manager';
+
+            $ttl = Redis::connection('default')->ttl($lockKey);
+
+            if ($ttl === -1) {
+                Redis::connection('default')->del($lockKey);
+                Log::channel('scheduled')->warning('Cleared stale ScheduledJobManager lock', [
+                    'lock_key' => $lockKey,
+                ]);
+            }
+        } catch (\Throwable $e) {
+            // Never let lock cleanup failure prevent the job from running
+            Log::channel('scheduled-errors')->error('Failed to check/clear stale lock', [
+                'error' => $e->getMessage(),
+            ]);
+        }
+    }
+
     public function handle(): void
     {
         // Freeze the execution time at the start of the job
@@ -108,6 +143,13 @@ public function handle(): void
             'dispatched' => $this->dispatchedCount,
             'skipped' => $this->skippedCount,
         ]);
+
+        // Write heartbeat so the UI can detect when the scheduler has stopped
+        try {
+            Cache::put('scheduled-job-manager:heartbeat', now()->toIso8601String(), 300);
+        } catch (\Throwable) {
+            // Non-critical; don't let heartbeat failure affect the job
+        }
     }
 
     private function processScheduledBackups(): void
diff --git a/app/Livewire/Server/DockerCleanup.php b/app/Livewire/Server/DockerCleanup.php
index 92094c950..12d111d21 100644
--- a/app/Livewire/Server/DockerCleanup.php
+++ b/app/Livewire/Server/DockerCleanup.php
@@ -3,8 +3,13 @@
 namespace App\Livewire\Server;
 
 use App\Jobs\DockerCleanupJob;
+use App\Models\DockerCleanupExecution;
 use App\Models\Server;
+use Cron\CronExpression;
 use Illuminate\Foundation\Auth\Access\AuthorizesRequests;
+use Illuminate\Support\Carbon;
+use Illuminate\Support\Facades\Cache;
+use Livewire\Attributes\Computed;
 use Livewire\Attributes\Validate;
 use Livewire\Component;
 
@@ -34,6 +39,53 @@ class DockerCleanup extends Component
     #[Validate('boolean')]
     public bool $disableApplicationImageRetention = false;
 
+    #[Computed]
+    public function isCleanupStale(): bool
+    {
+        try {
+            $lastExecution = DockerCleanupExecution::where('server_id', $this->server->id)
+                ->orderBy('created_at', 'desc')
+                ->first();
+
+            if (! $lastExecution) {
+                return false;
+            }
+
+            $frequency = $this->server->settings->docker_cleanup_frequency ?? '0 0 * * *';
+            if (isset(VALID_CRON_STRINGS[$frequency])) {
+                $frequency = VALID_CRON_STRINGS[$frequency];
+            }
+
+            $cron = new CronExpression($frequency);
+            $now = Carbon::now();
+            $nextRun = Carbon::parse($cron->getNextRunDate($now));
+            $afterThat = Carbon::parse($cron->getNextRunDate($nextRun));
+            $intervalMinutes = $nextRun->diffInMinutes($afterThat);
+
+            $threshold = max($intervalMinutes * 2, 10);
+
+            return Carbon::parse($lastExecution->created_at)->diffInMinutes($now) > $threshold;
+        } catch (\Throwable) {
+            return false;
+        }
+    }
+
+    #[Computed]
+    public function lastExecutionTime(): ?string
+    {
+        return DockerCleanupExecution::where('server_id', $this->server->id)
+            ->orderBy('created_at', 'desc')
+            ->first()
+            ?->created_at
+            ?->diffForHumans();
+    }
+
+    #[Computed]
+    public function isSchedulerHealthy(): bool
+    {
+        return Cache::get('scheduled-job-manager:heartbeat') !== null;
+    }
+
     public function mount(string $server_uuid)
     {
         try {
diff --git a/resources/views/livewire/server/docker-cleanup.blade.php b/resources/views/livewire/server/docker-cleanup.blade.php
index 251137fa7..2fd8fc2ab 100644
--- a/resources/views/livewire/server/docker-cleanup.blade.php
+++ b/resources/views/livewire/server/docker-cleanup.blade.php
@@ -27,6 +27,22 @@
                     <div class="mt-1 mb-6">Configure Docker cleanup settings for your server.</div>
                 </div>
 
+                @if ($this->isCleanupStale)
+                    <div class="mb-4">
+                        <x-callout type="warning" title="Docker Cleanup May Be Stalled">
+                            <p>The last Docker cleanup ran {{ $this->lastExecutionTime ?? 'unknown time' }} ago,
+                                which is longer than expected for the configured frequency.</p>
+                            @if (!$this->isSchedulerHealthy)
+                                <p class="mt-1">The scheduled job manager appears to be inactive. This may indicate
+                                    a stale Redis lock is blocking all scheduled jobs.</p>
+                            @endif
+                            <p class="mt-2">To resolve, run on your Coolify instance:
+                                <code class="bg-black/10 dark:bg-white/10 px-1 rounded">php artisan cleanup:redis --clear-locks</code>
+                            </p>
+                        </x-callout>
+                    </div>
+                @endif
+
                 <div class="flex flex-col gap-2">
                     <div class="flex gap-4">
                         <h3>Cleanup Configuration</h3>
diff --git a/tests/Feature/ScheduledJobManagerStaleLockTest.php b/tests/Feature/ScheduledJobManagerStaleLockTest.php
new file mode 100644
index 000000000..e297c07bd
--- /dev/null
+++ b/tests/Feature/ScheduledJobManagerStaleLockTest.php
@@ -0,0 +1,49 @@
+<?php
+
+use App\Jobs\ScheduledJobManager;
+use Illuminate\Support\Facades\Redis;
+
+it('clears stale lock when TTL is -1', function () {
+    $cachePrefix = config('cache.prefix');
+    $lockKey = $cachePrefix.'laravel-queue-overlap:'.ScheduledJobManager::class.':scheduled-job-manager';
+
+    $redis = Redis::connection('default');
+    $redis->set($lockKey, 'stale-owner');
+
+    expect($redis->ttl($lockKey))->toBe(-1);
+
+    $job = new ScheduledJobManager;
+    $job->middleware();
+
+    expect($redis->exists($lockKey))->toBe(0);
+});
+
+it('preserves valid lock with positive TTL', function () {
+    $cachePrefix = config('cache.prefix');
+    $lockKey = $cachePrefix.'laravel-queue-overlap:'.ScheduledJobManager::class.':scheduled-job-manager';
+
+    $redis = Redis::connection('default');
+    $redis->set($lockKey, 'active-owner');
+    $redis->expire($lockKey, 60);
+
+    expect($redis->ttl($lockKey))->toBeGreaterThan(0);
+
+    $job = new ScheduledJobManager;
+    $job->middleware();
+
+    expect($redis->exists($lockKey))->toBe(1);
+
+    $redis->del($lockKey);
+});
+
+it('does not fail when no lock exists', function () {
+    $cachePrefix = config('cache.prefix');
+    $lockKey = $cachePrefix.'laravel-queue-overlap:'.ScheduledJobManager::class.':scheduled-job-manager';
+
+    Redis::connection('default')->del($lockKey);
+
+    $job = new ScheduledJobManager;
+    $middleware = $job->middleware();
+
+    expect($middleware)->toBeArray()->toHaveCount(1);
+});
diff --git a/tests/Unit/ScheduledJobManagerLockTest.php b/tests/Unit/ScheduledJobManagerLockTest.php
index 3f3ae593a..577730f47 100644
--- a/tests/Unit/ScheduledJobManagerLockTest.php
+++ b/tests/Unit/ScheduledJobManagerLockTest.php
@@ -24,7 +24,7 @@
     $expiresAfterProperty->setAccessible(true);
     $expiresAfter = $expiresAfterProperty->getValue($overlappingMiddleware);
 
-    expect($expiresAfter)->toBe(60)
+    expect($expiresAfter)->toBe(90)
         ->and($expiresAfter)->toBeGreaterThan(0, 'expireAfter must be set to prevent stale locks');
 
     // Check releaseAfter is NOT set (we use dontRelease)