diff --git a/packages/schema/src/primitives/FileValidators.ts b/packages/schema/src/primitives/FileValidators.ts
index 38825b3d0..c54212474 100644
--- a/packages/schema/src/primitives/FileValidators.ts
+++ b/packages/schema/src/primitives/FileValidators.ts
@@ -59,7 +59,7 @@ export function normalizeFilename(value: string): string {
 	let normalized = normalizeString(value);
 	normalized = normalized.replaceAll(String.fromCharCode(0), '');
 	normalized = normalized.replace(/[/\\]/g, '_');
-	normalized = normalized.replace(/\.{2,}/g, '_');
+	normalized = normalized.replace(/\.{2,}/g, '.');
 	while (normalized.includes('..')) {
 		normalized = normalized.replace(/\.\./g, '_');
 	}
diff --git a/packages/schema/src/primitives/tests/FileValidators.test.ts b/packages/schema/src/primitives/tests/FileValidators.test.ts
index 04d4aa82c..536d67e9a 100644
--- a/packages/schema/src/primitives/tests/FileValidators.test.ts
+++ b/packages/schema/src/primitives/tests/FileValidators.test.ts
@@ -38,11 +38,18 @@ describe('FilenameType', () => {
 			expect(result.data).toBe('path_to_file.txt');
 		}
 	});
-	it('replaces double dots with underscores', () => {
+	it('collapses repeated dots into a single dot', () => {
 		const result = FilenameType.safeParse('..file..txt');
 		expect(result.success).toBe(true);
 		if (result.success) {
-			expect(result.data).not.toContain('..');
+			expect(result.data).toBe('.file.txt');
+		}
+	});
+	it('keeps the extension when the name contains repeated dots', () => {
+		const result = FilenameType.safeParse('video..mp4');
+		expect(result.success).toBe(true);
+		if (result.success) {
+			expect(result.data).toBe('video.mp4');
 		}
 	});
 	it('handles Windows reserved names by prefixing', () => {