diff --git a/core/modules/media_library/tests/src/FunctionalJavascript/UploadFail.php b/core/modules/media_library/tests/src/FunctionalJavascript/UploadFail.php
index 4525c4ca8a..a2f723fa16 100644
--- a/core/modules/media_library/tests/src/FunctionalJavascript/UploadFail.php
+++ b/core/modules/media_library/tests/src/FunctionalJavascript/UploadFail.php
@@ -8,6 +8,7 @@
 use Drupal\FunctionalJavascriptTests\WebDriverTestBase;
 use Drupal\media\Entity\Media;
 use Drupal\Tests\TestFileCreationTrait;
+use PHPUnit\Framework\AssertionFailedError;
 
 /**
  * Checks if uploads fail after several attempts.
@@ -24,6 +25,7 @@ class UploadFail extends WebDriverTestBase {
   protected static $modules = [
     'media_library_test',
     'node',
+    'dblog',
   ];
 
   /**
@@ -75,10 +77,24 @@ public function testManyConsecutiveUploads() {
       $media_count = $database->select('file_managed')->countQuery()->execute()->fetchField();
       $this->assertEquals($count, $media_count);
       $page->attachFileToField('Add files', $new_filepath);
-      $this->assertTrue($page->waitFor(10, function () use ($database, $count) {
+      $result = $page->waitFor(10, function () use ($database, $count) {
         $media_count = $database->select('file_managed')->countQuery()->execute()->fetchField();
         return ($count + 1) === intval($media_count);
-      }), "The file_managed table wasn't updated iteration $count");
+      });
+      if (!$result) {
+        $logs = $database
+          ->select('watchdog', 'w')
+          ->fields('w', ['message', 'variables'])
+          ->condition('type', 'file')
+          ->orderBy('wid', 'DESC')
+          ->execute()
+          ->fetchAll();
+        $output = '';
+        foreach ($logs as $log) {
+          $output .= 'message: ' . $log->message . ', variables:  . '$log->variables;
+        }
+        throw new AssertionFailedError($output);
+      }
       $this->waitForText('Alternative text', 10000, "Alternative text field not found on iteration $count");
       $field = $page->findField('Alternative text');
       $this->assertTrue(!empty($field), "Alt text label found but not the field on iteration $count");