diff --git a/bootstrap/helpers/applications.php b/bootstrap/helpers/applications.php
index b518abff7d..e7731e7ae0 100644
--- a/bootstrap/helpers/applications.php
+++ b/bootstrap/helpers/applications.php
@@ -116,9 +116,15 @@ function queue_application_deployment(Application $application, string $deployme
     }
 
     if ($admission['started']) {
-        ApplicationDeploymentJob::dispatch(
-            application_deployment_queue_id: $deployment->id,
-        );
+        try {
+            ApplicationDeploymentJob::dispatch(
+                application_deployment_queue_id: $deployment->id,
+            );
+        } catch (Throwable $exception) {
+            fail_undispatchable_deployment($deployment, $exception);
+
+            throw $exception;
+        }
     }
 
     return [
diff --git a/tests/Feature/ImmediateDeploymentDispatchFailureTest.php b/tests/Feature/ImmediateDeploymentDispatchFailureTest.php
new file mode 100644
index 0000000000..61817a87cf
--- /dev/null
+++ b/tests/Feature/ImmediateDeploymentDispatchFailureTest.php
@@ -0,0 +1,53 @@
+<?php
+
+use App\Exceptions\DeploymentException;
+use App\Jobs\ApplicationDeploymentJob;
+use App\Models\Application;
+use App\Models\ApplicationDeploymentQueue;
+use App\Models\Environment;
+use App\Models\InstanceSettings;
+use App\Models\Project;
+use App\Models\Server;
+use App\Models\StandaloneDocker;
+use App\Models\Team;
+use Illuminate\Foundation\Testing\RefreshDatabase;
+use Illuminate\Support\Facades\Notification;
+use Illuminate\Support\Facades\Queue;
+
+uses(RefreshDatabase::class);
+
+beforeEach(function () {
+    Server::flushIdentityMap();
+    InstanceSettings::unguarded(fn () => InstanceSettings::firstOrCreate(['id' => 0]));
+
+    $team = Team::factory()->create();
+    $server = Server::factory()->create(['team_id' => $team->id]);
+    $destination = StandaloneDocker::where('server_id', $server->id)->firstOrFail();
+    $project = Project::factory()->create(['team_id' => $team->id]);
+    $environment = $project->environments()->first()
+        ?? Environment::factory()->create(['project_id' => $project->id]);
+    $this->application = Application::factory()->create([
+        'environment_id' => $environment->id,
+        'destination_id' => $destination->id,
+        'destination_type' => $destination->getMorphClass(),
+        'docker_registry_image_name' => 'bad name;x',
+    ]);
+
+    Queue::fake();
+    Notification::fake();
+});
+
+test('a deployment whose job cannot be dispatched fails and does not block the next deployment', function () {
+    expect(fn () => queue_application_deployment($this->application, 'prr-undispatchable'))
+        ->toThrow(DeploymentException::class, 'Docker registry image name contains invalid characters.');
+
+    $failedDeployment = ApplicationDeploymentQueue::where('deployment_uuid', 'prr-undispatchable')->firstOrFail();
+    expect($failedDeployment->status)->toBe('failed')
+        ->and($failedDeployment->logs)->toContain('Deployment could not be started');
+
+    $this->application->update(['docker_registry_image_name' => 'ghcr.io/coollabs/app']);
+    queue_application_deployment($this->application->fresh(), 'prr-next-deployment');
+
+    expect(ApplicationDeploymentQueue::where('deployment_uuid', 'prr-next-deployment')->value('status'))->toBe('in_progress');
+    Queue::assertPushed(ApplicationDeploymentJob::class, 1);
+});