diff --git a/module/CLI/src/Command/ShortUrl/CreateShortUrlCommand.php b/module/CLI/src/Command/ShortUrl/CreateShortUrlCommand.php
index fb5453cf..bb332d82 100644
--- a/module/CLI/src/Command/ShortUrl/CreateShortUrlCommand.php
+++ b/module/CLI/src/Command/ShortUrl/CreateShortUrlCommand.php
@@ -176,6 +176,11 @@ class CreateShortUrlCommand extends Command
                 ShortUrlInputFilter::FORWARD_QUERY => !$input->getOption('no-forward-query'),
             ], $this->options));
 
+            $result->onEventDispatchingError(static fn () => $io->isVerbose() && $io->warning(
+                'Short URL properly created, but the real-time updates cannot be notified when generating the '
+                . 'short URL from the command line. Migrate to roadrunner in order to bypass this limitation.',
+            ));
+
             $io->writeln([
                 sprintf('Processed long URL: <info>%s</info>', $longUrl),
                 sprintf('Generated short URL: <info>%s</info>', $this->stringifier->stringify($result->shortUrl)),
diff --git a/module/CLI/test/Command/ShortUrl/CreateShortUrlCommandTest.php b/module/CLI/test/Command/ShortUrl/CreateShortUrlCommandTest.php
index f8b0e2d3..28e3ec21 100644
--- a/module/CLI/test/Command/ShortUrl/CreateShortUrlCommandTest.php
+++ b/module/CLI/test/Command/ShortUrl/CreateShortUrlCommandTest.php
@@ -4,6 +4,7 @@ declare(strict_types=1);
 
 namespace ShlinkioTest\Shlink\CLI\Command\ShortUrl;
 
+use Laminas\ServiceManager\Exception\ServiceNotFoundException;
 use PHPUnit\Framework\Assert;
 use PHPUnit\Framework\Attributes\DataProvider;
 use PHPUnit\Framework\Attributes\Test;
@@ -20,6 +21,7 @@ use Shlinkio\Shlink\Core\ShortUrl\Model\ShortUrlCreation;
 use Shlinkio\Shlink\Core\ShortUrl\Model\UrlShorteningResult;
 use Shlinkio\Shlink\Core\ShortUrl\UrlShortenerInterface;
 use ShlinkioTest\Shlink\CLI\CliTestUtilsTrait;
+use Symfony\Component\Console\Output\OutputInterface;
 use Symfony\Component\Console\Tester\CommandTester;
 
 class CreateShortUrlCommandTest extends TestCase
@@ -62,11 +64,12 @@ class CreateShortUrlCommandTest extends TestCase
         $this->commandTester->execute([
             'longUrl' => 'http://domain.com/foo/bar',
             '--max-visits' => '3',
-        ]);
+        ], ['verbosity' => OutputInterface::VERBOSITY_VERBOSE]);
         $output = $this->commandTester->getDisplay();
 
         self::assertEquals(ExitCodes::EXIT_SUCCESS, $this->commandTester->getStatusCode());
         self::assertStringContainsString('stringified_short_url', $output);
+        self::assertStringNotContainsString('but the real-time updates cannot be notified', $output);
     }
 
     #[Test]
@@ -170,4 +173,40 @@ class CreateShortUrlCommandTest extends TestCase
         yield 'no flags' => [[], null];
         yield 'validate-url' => [['--validate-url' => true], true];
     }
+
+    /**
+     * @param callable(string $output): void $assert
+     */
+    #[Test, DataProvider('provideDispatchBehavior')]
+    public function warningIsPrintedInVerboseModeWhenDispatchErrors(int $verbosity, callable $assert): void
+    {
+        $shortUrl = ShortUrl::createFake();
+        $this->urlShortener->expects($this->once())->method('shorten')->withAnyParameters()->willReturn(
+            UrlShorteningResult::withErrorOnEventDispatching($shortUrl, new ServiceNotFoundException()),
+        );
+        $this->stringifier->method('stringify')->willReturn('stringified_short_url');
+
+        $this->commandTester->execute(['longUrl' => 'http://domain.com/foo/bar'], ['verbosity' => $verbosity]);
+        $output = $this->commandTester->getDisplay();
+
+        $assert($output);
+    }
+
+    public static function provideDispatchBehavior(): iterable
+    {
+        $containsAssertion = static fn (string $output) => self::assertStringContainsString(
+            'but the real-time updates cannot be notified',
+            $output,
+        );
+        $doesNotContainAssertion = static fn (string $output) => self::assertStringNotContainsString(
+            'but the real-time updates cannot be notified',
+            $output,
+        );
+
+        yield 'quiet' => [OutputInterface::VERBOSITY_QUIET, $doesNotContainAssertion];
+        yield 'normal' => [OutputInterface::VERBOSITY_NORMAL, $doesNotContainAssertion];
+        yield 'verbose' => [OutputInterface::VERBOSITY_VERBOSE, $containsAssertion];
+        yield 'very verbose' => [OutputInterface::VERBOSITY_VERY_VERBOSE, $containsAssertion];
+        yield 'debug' => [OutputInterface::VERBOSITY_DEBUG, $containsAssertion];
+    }
 }
diff --git a/module/Core/src/ShortUrl/Model/UrlShorteningResult.php b/module/Core/src/ShortUrl/Model/UrlShorteningResult.php
index c6a95739..b9d4f993 100644
--- a/module/Core/src/ShortUrl/Model/UrlShorteningResult.php
+++ b/module/Core/src/ShortUrl/Model/UrlShorteningResult.php
@@ -16,7 +16,7 @@ final class UrlShorteningResult
     }
 
     /**
-     * @param callable(Throwable $errorOnEventDispatching): void $handler
+     * @param callable(Throwable $errorOnEventDispatching): mixed $handler
      */
     public function onEventDispatchingError(callable $handler): void
     {
diff --git a/module/Core/test/ShortUrl/UrlShortenerTest.php b/module/Core/test/ShortUrl/UrlShortenerTest.php
index 247e6185..cf1691ac 100644
--- a/module/Core/test/ShortUrl/UrlShortenerTest.php
+++ b/module/Core/test/ShortUrl/UrlShortenerTest.php
@@ -6,6 +6,7 @@ namespace ShlinkioTest\Shlink\Core\ShortUrl;
 
 use Cake\Chronos\Chronos;
 use Doctrine\ORM\EntityManager;
+use Laminas\ServiceManager\Exception\ServiceNotFoundException;
 use PHPUnit\Framework\Attributes\DataProvider;
 use PHPUnit\Framework\Attributes\Test;
 use PHPUnit\Framework\MockObject\MockObject;
@@ -26,6 +27,7 @@ class UrlShortenerTest extends TestCase
     private MockObject & EntityManager $em;
     private MockObject & ShortUrlTitleResolutionHelperInterface $titleResolutionHelper;
     private MockObject & ShortCodeUniquenessHelperInterface $shortCodeHelper;
+    private MockObject & EventDispatcherInterface $dispatcher;
 
     protected function setUp(): void
     {
@@ -39,17 +41,19 @@ class UrlShortenerTest extends TestCase
             fn (callable $callback) => $callback(),
         );
 
+        $this->dispatcher = $this->createMock(EventDispatcherInterface::class);
+
         $this->urlShortener = new UrlShortener(
             $this->titleResolutionHelper,
             $this->em,
             new SimpleShortUrlRelationResolver(),
             $this->shortCodeHelper,
-            $this->createMock(EventDispatcherInterface::class),
+            $this->dispatcher,
         );
     }
 
-    #[Test]
-    public function urlIsProperlyShortened(): void
+    #[Test, DataProvider('provideDispatchBehavior')]
+    public function urlIsProperlyShortened(bool $expectDispatchError, callable $dispatchBehavior): void
     {
         $longUrl = 'http://foobar.com/12345/hello?foo=bar';
         $meta = ShortUrlCreation::fromRawData(['longUrl' => $longUrl]);
@@ -57,10 +61,24 @@ class UrlShortenerTest extends TestCase
             $meta,
         )->willReturnArgument(0);
         $this->shortCodeHelper->method('ensureShortCodeUniqueness')->willReturn(true);
+        $this->dispatcher->expects($this->once())->method('dispatch')->willReturnCallback($dispatchBehavior);
 
         $result = $this->urlShortener->shorten($meta);
+        $thereIsError = false;
+        $result->onEventDispatchingError(function () use (&$thereIsError) {
+            $thereIsError = true;
+        });
 
         self::assertEquals($longUrl, $result->shortUrl->getLongUrl());
+        self::assertEquals($expectDispatchError, $thereIsError);
+    }
+
+    public static function provideDispatchBehavior(): iterable
+    {
+        yield 'no dispatch error' => [false, static function (): void {}];
+        yield 'dispatch error' => [true, static function (): void {
+            throw new ServiceNotFoundException();
+        }];
     }
 
     #[Test]