diff --git a/core/modules/file/file.module b/core/modules/file/file.module
index 73282f0fdf..0802f1e341 100644
--- a/core/modules/file/file.module
+++ b/core/modules/file/file.module
@@ -1426,8 +1426,12 @@ function file_managed_file_save_upload($element, FormStateInterface $form_state)
   $upload_name = implode('_', $element['#parents']);
   $all_files = \Drupal::request()->files->get('files', []);
   if (empty($all_files[$upload_name])) {
+    \Drupal::logger('file')->notice('Exiting file_managed_file_save_upload at line 1430.');
     return FALSE;
   }
+  else {
+    \Drupal::logger('file')->notice('File info in file_managed_file_save_upload: ' . serialize($all_files[$upload_name]));
+  }
   $file_upload = $all_files[$upload_name];
 
   $destination = isset($element['#upload_location']) ? $element['#upload_location'] : NULL;
diff --git a/core/modules/file/src/Element/ManagedFile.php b/core/modules/file/src/Element/ManagedFile.php
index 06bf2e62a1..d698b73aaa 100644
--- a/core/modules/file/src/Element/ManagedFile.php
+++ b/core/modules/file/src/Element/ManagedFile.php
@@ -149,7 +149,7 @@ public static function valueCallback(&$element, $input, FormStateInterface $form
 
       // Confirm that the file exists when used as a default value.
       if (!empty($default_fids)) {
-        \Drupal::logger('file')->notice('empty $default_fids');
+        \Drupal::logger('file')->notice('!empty $default_fids');
         $fids = [];
         foreach ($default_fids as $fid) {
           if ($file = File::load($fid)) {
diff --git a/core/modules/media_library/src/Form/FileUploadForm.php b/core/modules/media_library/src/Form/FileUploadForm.php
index 2cb3e9d5be..b8e68cb767 100644
--- a/core/modules/media_library/src/Form/FileUploadForm.php
+++ b/core/modules/media_library/src/Form/FileUploadForm.php
@@ -265,6 +265,7 @@ public function uploadButtonSubmit(array $form, FormStateInterface $form_state)
    */
   protected function createMediaFromValue(MediaTypeInterface $media_type, EntityStorageInterface $media_storage, $source_field_name, $file) {
     if (!($file instanceof FileInterface)) {
+      \Drupal::logger('file')->notice('Cannot create a media item without a file entity');
       throw new \InvalidArgumentException('Cannot create a media item without a file entity.');
     }
 
@@ -272,10 +273,12 @@ protected function createMediaFromValue(MediaTypeInterface $media_type, EntitySt
     $item = $this->createFileItem($media_type);
     $upload_location = $item->getUploadLocation();
     if (!$this->fileSystem->prepareDirectory($upload_location, FileSystemInterface::CREATE_DIRECTORY)) {
+      \Drupal::logger('file')->notice("The destination directory '$upload_location' is not writable");
       throw new FileWriteException("The destination directory '$upload_location' is not writable");
     }
     $file = file_move($file, $upload_location);
     if (!$file) {
+      \Drupal::logger('file')->notice("Unable to move file to '$upload_location'");
       throw new \RuntimeException("Unable to move file to '$upload_location'");
     }
 
diff --git a/core/modules/media_library/src/MediaLibraryUiBuilder.php b/core/modules/media_library/src/MediaLibraryUiBuilder.php
index b5e30c36f3..6ba912b922 100644
--- a/core/modules/media_library/src/MediaLibraryUiBuilder.php
+++ b/core/modules/media_library/src/MediaLibraryUiBuilder.php
@@ -293,6 +293,7 @@ protected function buildMediaTypeAddForm(MediaLibraryState $state) {
     $selected_type_id = $state->getSelectedTypeId();
 
     if (!$this->entityTypeManager->getAccessControlHandler('media')->createAccess($selected_type_id)) {
+      \Drupal::logger('file')->notice("Unable to create access");
       return [];
     }
 
@@ -300,6 +301,7 @@ protected function buildMediaTypeAddForm(MediaLibraryState $state) {
     $plugin_definition = $selected_type->getSource()->getPluginDefinition();
 
     if (empty($plugin_definition['forms']['media_library_add'])) {
+      \Drupal::logger('file')->notice('$plugin_definition[\'forms\'][\'media_library_add\'] empty');
       return [];
     }
 
diff --git a/core/modules/media_library/tests/src/FunctionalJavascript/UploadFail.php b/core/modules/media_library/tests/src/FunctionalJavascript/UploadFail.php
index a1a8a0c56e..c9ff43a6cc 100644
--- a/core/modules/media_library/tests/src/FunctionalJavascript/UploadFail.php
+++ b/core/modules/media_library/tests/src/FunctionalJavascript/UploadFail.php
@@ -66,7 +66,7 @@ public function testManyConsecutiveUploads() {
     $count = 0;
     // Upload then remove an image 100x to see if/when it fails.
     while ($count < 100) {
-      \Drupal::logger('file')->notice("Starting iteration $count");
+      \Drupal::logger('file')->notice("\n\nStarting iteration $count");
       $this->assertElementExistsAfterWait('css', '.media-library-open-button[name^="field_twin_media"]', 10000, "Twin media open button not found on iteration $count")->click();
       $this->assertElementExistsAfterWait('css', '.media-library-menu', 10000, "Media library menu did not appear on iteration $count");
       $this->waitForText('Add or select media', 10000, "Text 'Add or select media' not appear on iteration $count");