diff --git a/backend/tests/Fakes/FakeFileUploader.php b/backend/tests/Fakes/FakeFileUploader.php
index 61ab381..9273887 100644
--- a/backend/tests/Fakes/FakeFileUploader.php
+++ b/backend/tests/Fakes/FakeFileUploader.php
@@ -12,6 +12,11 @@ class FakeFileUploader implements FileUploader
      */
     public array $uploads = [];
 
+    /**
+     * @var string[]
+     */
+    public array $deletedPaths = [];
+
     public function upload(FileToUpload $file, string $folder): string
     {
         $this->uploads[] = ['file' => $file, 'folder' => $folder];
@@ -23,4 +28,9 @@ class FakeFileUploader implements FileUploader
     {
         return 'https://test.local/storage/' . $path;
     }
+
+    public function delete(string $path): void
+    {
+        $this->deletedPaths[] = $path;
+    }
 }
diff --git a/backend/tests/Feature/ElementsEndpointTest.php b/backend/tests/Feature/ElementsEndpointTest.php
index 47b9f37..48292ce 100644
--- a/backend/tests/Feature/ElementsEndpointTest.php
+++ b/backend/tests/Feature/ElementsEndpointTest.php
@@ -193,6 +193,60 @@ class ElementsEndpointTest extends TestCase
         );
     }
 
+    public function testAuthenticatedUpdateClearsUploadedMedia(): void
+    {
+        Storage::fake('public');
+        Storage::disk('public')->put(
+            'element-icons/original-icon.png',
+            'icon bytes',
+        );
+        Storage::disk('public')->put(
+            'element-pdfs/original.pdf',
+            'pdf bytes',
+        );
+        $setRepository = app(SetRepository::class);
+        $elementRepository = app(ElementRepository::class);
+        $set = $setRepository->create(new CreateSetDto(
+            name: 'Baderech HaAvodah',
+            description: 'A structured path for growth',
+            iconImageUrl: '/assets/baderech-haavodah-icon.png',
+        ));
+        $element = $elementRepository->create(new CreateElementDto(
+            set: $set,
+            title: 'Baderech HaAvodah',
+            description: 'A structured path for growth',
+            iconImageUrl: 'element-icons/original-icon.png',
+            richText: '<p>A structured path for growth</p>',
+            pdfPath: 'element-pdfs/original.pdf',
+            youtubeUrl: null,
+            parentElement: null,
+        ));
+        $this->createSession('valid-token');
+
+        $response = $this->withCredentials()
+            ->withUnencryptedCookie('auth_token', 'valid-token')
+            ->postJson('/api/element/update', [
+                'elementId' => $element->getId(),
+                'iconImageUrl' => '',
+                'pdfPath' => '',
+            ]);
+
+        $response->assertOk();
+        $body = $response->json();
+        $this->assertNull($body['element']['iconImageUrl']);
+        $this->assertNull($body['element']['pdfPath']);
+        $updatedElement = $elementRepository->find($element->getId());
+        $this->assertNotNull($updatedElement);
+        $this->assertNull($updatedElement->getIconImageUrl());
+        $this->assertNull($updatedElement->getPdfPath());
+        Storage::disk('public')->assertMissing(
+            'element-icons/original-icon.png',
+        );
+        Storage::disk('public')->assertMissing(
+            'element-pdfs/original.pdf',
+        );
+    }
+
     public function testIconImageUploadRequiresAuthentication(): void
     {
         $setRepository = app(SetRepository::class);
diff --git a/backend/tests/Unit/Element/UseCases/UpdateElementFieldsTest.php b/backend/tests/Unit/Element/UseCases/UpdateElementFieldsTest.php
index 7c27c9c..14f8a34 100644
--- a/backend/tests/Unit/Element/UseCases/UpdateElementFieldsTest.php
+++ b/backend/tests/Unit/Element/UseCases/UpdateElementFieldsTest.php
@@ -19,15 +19,19 @@ use App\Element\UseCases\UpdateElement\UpdateYoutubeUrlRequest;
 use App\Exceptions\BadRequestException;
 use App\Set\Set as DomainSet;
 use Tests\Fakes\FakeElementRepository;
+use Tests\Fakes\FakeFileUploader;
 use Tests\TestCase;
 
 class UpdateElementFieldsTest extends TestCase
 {
     private FakeElementRepository $elementRepo;
 
+    private FakeFileUploader $fileUploader;
+
     protected function setUp(): void
     {
         $this->elementRepo = new FakeElementRepository();
+        $this->fileUploader = new FakeFileUploader();
     }
 
     public function testUpdateTitleUpdatesOnlyTitle(): void
@@ -88,7 +92,10 @@ class UpdateElementFieldsTest extends TestCase
     public function testUpdateIconImageUrlClearsEmptyString(): void
     {
         $element = $this->createFilledElement();
-        $updateIconImageUrl = new UpdateIconImageUrl($this->elementRepo);
+        $updateIconImageUrl = new UpdateIconImageUrl(
+            $this->elementRepo,
+            $this->fileUploader,
+        );
 
         $updatedElement = $updateIconImageUrl->execute(
             new UpdateIconImageUrlRequest(
@@ -99,6 +106,32 @@ class UpdateElementFieldsTest extends TestCase
 
         $this->assertNull($updatedElement->getIconImageUrl());
         $this->assertSame($element->getTitle(), $updatedElement->getTitle());
+        $this->assertSame([], $this->fileUploader->deletedPaths);
+    }
+
+    public function testUpdateIconImageUrlDeletesManagedFileWhenCleared(): void
+    {
+        $element = $this->createElementWithMedia(
+            'element-icons/original-icon.png',
+            '/assets/pdfs/original.pdf',
+        );
+        $updateIconImageUrl = new UpdateIconImageUrl(
+            $this->elementRepo,
+            $this->fileUploader,
+        );
+
+        $updatedElement = $updateIconImageUrl->execute(
+            new UpdateIconImageUrlRequest(
+                id: $element->getId(),
+                iconImageUrl: '',
+            )
+        );
+
+        $this->assertNull($updatedElement->getIconImageUrl());
+        $this->assertSame(
+            ['element-icons/original-icon.png'],
+            $this->fileUploader->deletedPaths,
+        );
     }
 
     public function testUpdateRichTextUpdatesOnlyRichText(): void
@@ -126,7 +159,10 @@ class UpdateElementFieldsTest extends TestCase
     public function testUpdatePdfPathClearsEmptyString(): void
     {
         $element = $this->createFilledElement();
-        $updatePdfPath = new UpdatePdfPath($this->elementRepo);
+        $updatePdfPath = new UpdatePdfPath(
+            $this->elementRepo,
+            $this->fileUploader,
+        );
 
         $updatedElement = $updatePdfPath->execute(
             new UpdatePdfPathRequest(id: $element->getId(), pdfPath: '')
@@ -134,6 +170,29 @@ class UpdateElementFieldsTest extends TestCase
 
         $this->assertNull($updatedElement->getPdfPath());
         $this->assertSame($element->getTitle(), $updatedElement->getTitle());
+        $this->assertSame([], $this->fileUploader->deletedPaths);
+    }
+
+    public function testUpdatePdfPathDeletesManagedFileWhenCleared(): void
+    {
+        $element = $this->createElementWithMedia(
+            '/assets/original-icon.png',
+            'element-pdfs/original.pdf',
+        );
+        $updatePdfPath = new UpdatePdfPath(
+            $this->elementRepo,
+            $this->fileUploader,
+        );
+
+        $updatedElement = $updatePdfPath->execute(
+            new UpdatePdfPathRequest(id: $element->getId(), pdfPath: '')
+        );
+
+        $this->assertNull($updatedElement->getPdfPath());
+        $this->assertSame(
+            ['element-pdfs/original.pdf'],
+            $this->fileUploader->deletedPaths,
+        );
     }
 
     public function testUpdateYoutubeUrlClearsEmptyString(): void
@@ -154,6 +213,16 @@ class UpdateElementFieldsTest extends TestCase
 
     private function createFilledElement(): Element
     {
+        return $this->createElementWithMedia(
+            '/assets/original-icon.png',
+            '/assets/pdfs/original.pdf',
+        );
+    }
+
+    private function createElementWithMedia(
+        ?string $iconImageUrl,
+        ?string $pdfPath,
+    ): Element {
         $set = new DomainSet(
             id: 1,
             name: 'Baderech',
@@ -165,9 +234,9 @@ class UpdateElementFieldsTest extends TestCase
             set: $set,
             title: 'Original title',
             description: 'Original description',
-            iconImageUrl: '/assets/original-icon.png',
+            iconImageUrl: $iconImageUrl,
             richText: '<p>Original rich text</p>',
-            pdfPath: '/assets/pdfs/original.pdf',
+            pdfPath: $pdfPath,
             youtubeUrl: 'https://www.youtube.com/watch?v=yHx-r4p6hHU',
             parentElement: null,
         ));
diff --git a/frontend/rabbi_gerzi/cypress/e2e/admin-element.cy.ts b/frontend/rabbi_gerzi/cypress/e2e/admin-element.cy.ts
index 35b5745..38dc7a1 100644
--- a/frontend/rabbi_gerzi/cypress/e2e/admin-element.cy.ts
+++ b/frontend/rabbi_gerzi/cypress/e2e/admin-element.cy.ts
@@ -151,4 +151,44 @@ describe('admin element editing', () => {
 
     cy.resetDb()
   })
+
+  it('removes uploaded icon and pdf files immediately through the UI', () => {
+    cy.resetDb()
+    loginAsAdmin()
+    cy.visit('/admin/element/1')
+    cy.intercept('POST', /\/api\/element\/update$/).as('updateElement')
+
+    cy.get('[data-cy="admin-element-icon-image-input"]').selectFile(
+      'public/assets/baderech-haavodah-icon.png',
+      { force: true },
+    )
+    cy.wait('@updateElement')
+    cy.get('[data-cy="admin-element-pdf-input"]').selectFile(
+      'public/assets/pdfs/baderech.pdf',
+      { force: true },
+    )
+    cy.wait('@updateElement')
+
+    cy.contains('button', 'Remove icon image').click()
+    cy.wait('@updateElement')
+    cy.get('[data-cy="admin-element-icon-image-status"]')
+      .should('be.visible')
+      .and('contain.text', 'Icon image removed')
+    cy.get('[data-cy="admin-element-current-icon"]').should('not.exist')
+    cy.contains('No icon image').should('be.visible')
+
+    cy.contains('button', 'Remove PDF').click()
+    cy.wait('@updateElement')
+    cy.get('[data-cy="admin-element-pdf-status"]')
+      .should('be.visible')
+      .and('contain.text', 'PDF removed')
+    cy.get('[data-cy="admin-element-current-pdf"]').should('not.exist')
+    cy.contains('No PDF').should('be.visible')
+
+    cy.contains('header.site-header a', 'View Element').click()
+    cy.get('[data-cy="element-icon"]').should('not.exist')
+    cy.get('[data-cy="element-pdf-link"]').should('not.exist')
+
+    cy.resetDb()
+  })
 })