diff --git a/src/core/functions/uploads/createSignedUploadURL.ts b/src/core/functions/uploads/createSignedUploadURL.ts
index 3077517..19da059 100644
--- a/src/core/functions/uploads/createSignedUploadURL.ts
+++ b/src/core/functions/uploads/createSignedUploadURL.ts
@@ -84,49 +84,79 @@ export const createSignedUploadURL = async (
 		};
 	}
 
-	try {
-		const request = await fetch(`${endpoint}/files/sign`, {
-			method: "POST",
-			headers: headers,
-			cache: "no-store",
-			body: JSON.stringify(payload),
-		});
-
-		if (!request.ok) {
-			const errorData = await request.text();
-			if (request.status === 401 || request.status === 403) {
-				throw new AuthenticationError(
-					`Authentication Failed: ${errorData}`,
-					request.status,
-					{
-						error: errorData,
-						code: "AUTH_ERROR",
-						metadata: {
-							requestUrl: request.url,
+	const maxRetries = 3;
+
+	for (let attempt = 0; attempt <= maxRetries; attempt++) {
+		try {
+			const request = await fetch(`${endpoint}/files/sign`, {
+				method: "POST",
+				headers: headers,
+				cache: "no-store",
+				body: JSON.stringify(payload),
+			});
+
+			if (!request.ok) {
+				const errorData = await request.text();
+				if (request.status === 401 || request.status === 403) {
+					throw new AuthenticationError(
+						`Authentication Failed: ${errorData}`,
+						request.status,
+						{
+							error: errorData,
+							code: "AUTH_ERROR",
+							metadata: {
+								requestUrl: request.url,
+							},
 						},
+					);
+				}
+				throw new NetworkError(`HTTP error: ${errorData}`, request.status, {
+					error: errorData,
+					code: "HTTP_ERROR",
+					metadata: {
+						requestUrl: request.url,
 					},
+				});
+			}
+
+			const res = await request.json();
+			return res.data;
+		} catch (error) {
+			// Don't retry auth errors or client errors (except 429)
+			if (error instanceof AuthenticationError) {
+				throw error;
+			}
+			if (
+				error instanceof NetworkError &&
+				error.statusCode &&
+				error.statusCode >= 400 &&
+				error.statusCode < 500 &&
+				error.statusCode !== 429
+			) {
+				throw error;
+			}
+
+			// If we've exhausted retries, throw the error
+			if (attempt === maxRetries) {
+				if (error instanceof PinataError) {
+					throw error;
+				}
+				if (error instanceof Error) {
+					throw new PinataError(
+						`Error processing createSignedURL: ${error.message}`,
+					);
+				}
+				throw new PinataError(
+					"An unknown error occurred while getting signed url",
 				);
 			}
-			throw new NetworkError(`HTTP error: ${errorData}`, request.status, {
-				error: errorData,
-				code: "HTTP_ERROR",
-				metadata: {
-					requestUrl: request.url,
-				},
-			});
-		}
 
-		const res = await request.json();
-		return res.data;
-	} catch (error) {
-		if (error instanceof PinataError) {
-			throw error;
+			// Wait before retrying (exponential backoff: 1s, 2s, 4s)
+			const delay = Math.min(1000 * Math.pow(2, attempt), 4000);
+			await new Promise((resolve) => setTimeout(resolve, delay));
 		}
-		if (error instanceof Error) {
-			throw new PinataError(
-				`Error processing createSignedURL: ${error.message}`,
-			);
-		}
-		throw new PinataError("An unknown error occurred while getting signed url");
 	}
+
+	// This should never be reached, but TypeScript requires it
+	throw new PinataError("An unknown error occurred while getting signed url");
 };