diff --git a/packages/payload/src/uploads/imageResizer.ts b/packages/payload/src/uploads/imageResizer.ts
index e5d08180ca..82560adb5a 100644
--- a/packages/payload/src/uploads/imageResizer.ts
+++ b/packages/payload/src/uploads/imageResizer.ts
@@ -360,6 +360,7 @@ export async function resizeAndTransformImageSizes({
         const prioritizeHeight = resizeAspectRatio < originalAspectRatio
         // Scales the image before extracting from it
         resized = imageToResize.resize({
+          fastShrinkOnLoad: false,
           height: prioritizeHeight ? resizeHeight : undefined,
           width: prioritizeHeight ? undefined : resizeWidth,
         })
diff --git a/test/uploads/config.ts b/test/uploads/config.ts
index 8e25e75457..183591a7a7 100644
--- a/test/uploads/config.ts
+++ b/test/uploads/config.ts
@@ -390,6 +390,10 @@ export default buildConfigWithDefaults({
             height: 300,
             width: 300,
           },
+          {
+            name: 'undefinedHeight',
+            width: 300,
+          },
         ],
         pasteURL: false,
       },
diff --git a/test/uploads/e2e.spec.ts b/test/uploads/e2e.spec.ts
index 399212e141..2b3867623b 100644
--- a/test/uploads/e2e.spec.ts
+++ b/test/uploads/e2e.spec.ts
@@ -400,6 +400,20 @@ describe('Uploads', () => {
     await expect(page.locator('.row-3 .cell-title')).toContainText('draft')
   })
 
+  test('should upload edge case media when an image size contains an undefined height', async () => {
+    await page.goto(mediaURL.create)
+    await page.setInputFiles(
+      'input[type="file"]',
+      path.resolve(dirname, './test-image-1500x735.jpeg'),
+    )
+
+    const filename = page.locator('.file-field__filename')
+
+    await expect(filename).toHaveValue('test-image-1500x735.jpeg')
+
+    await saveDocAndAssert(page)
+  })
+
   describe('filterOptions', () => {
     test('should restrict mimetype based on filterOptions', async () => {
       const audioDoc = (
diff --git a/test/uploads/payload-types.ts b/test/uploads/payload-types.ts
index 1956fbcdba..5196cd9bfa 100644
--- a/test/uploads/payload-types.ts
+++ b/test/uploads/payload-types.ts
@@ -64,6 +64,7 @@ export interface Config {
   auth: {
     users: UserAuthOperations;
   };
+  blocks: {};
   collections: {
     relation: Relation;
     audio: Audio;
@@ -327,6 +328,14 @@ export interface Media {
       filesize?: number | null;
       filename?: string | null;
     };
+    undefinedHeight?: {
+      url?: string | null;
+      width?: number | null;
+      height?: number | null;
+      mimeType?: string | null;
+      filesize?: number | null;
+      filename?: string | null;
+    };
   };
 }
 /**
@@ -2018,6 +2027,16 @@ export interface MediaSelect<T extends boolean = true> {
               filesize?: T;
               filename?: T;
             };
+        undefinedHeight?:
+          | T
+          | {
+              url?: T;
+              width?: T;
+              height?: T;
+              mimeType?: T;
+              filesize?: T;
+              filename?: T;
+            };
       };
 }
 /**
diff --git a/test/uploads/test-image-1500x735.jpeg b/test/uploads/test-image-1500x735.jpeg
new file mode 100644
index 0000000000..0859fa8a48
Binary files /dev/null and b/test/uploads/test-image-1500x735.jpeg differ