diff --git a/packages/shared/src/async/retryOnFailure.ts b/packages/shared/src/async/retryOnFailure.ts
index d49154ac..84dd53e5 100644
--- a/packages/shared/src/async/retryOnFailure.ts
+++ b/packages/shared/src/async/retryOnFailure.ts
@@ -3,7 +3,7 @@ import { timeoutAfter } from "./timeoutAfter";
 async function retry<T>(
   asyncFunction: () => Promise<T>,
   backOffStrategy: (iteration: number) => number,
-  onFail?: (error: unknown, attemptNumber: number) => void,
+  onFail?: (error: unknown, attemptNumber: number, maxAttempts: number) => void,
   maxAttempts: number = 5
 ): Promise<T> {
   let currentAttempt = 0;
@@ -14,7 +14,7 @@ async function retry<T>(
       return await asyncFunction();
     } catch (error) {
       if (onFail) {
-        onFail(error, currentAttempt);
+        onFail(error, currentAttempt, maxAttempts);
       }
 
       if (currentAttempt == maxAttempts) {
@@ -30,7 +30,7 @@ async function retry<T>(
 
 export async function retryWithExponentialBackoff<T>(
   asyncFunction: () => Promise<T>,
-  onFail?: (error: unknown, attemptNumber: number) => void,
+  onFail?: (error: unknown, attemptNumber: number, maxAttempts: number) => void,
   maxTries?: number
 ): Promise<T> {
   const backoff = (iteration: number) => 2 ** iteration * 100 + jitter();
@@ -40,7 +40,7 @@ export async function retryWithExponentialBackoff<T>(
 
 export async function retryWithLinearBackoff<T>(
   asyncFunction: () => Promise<T>,
-  onFail?: (error: unknown, attemptNumber: number) => void,
+  onFail?: (error: unknown, attemptNumber: number, maxAttempts: number) => void,
   maxTries?: number
 ): Promise<T> {
   const backoff = () => 100 + jitter();
diff --git a/packages/shared/src/recording/upload/uploadRecording.ts b/packages/shared/src/recording/upload/uploadRecording.ts
index 88782a38..1a48d89a 100644
--- a/packages/shared/src/recording/upload/uploadRecording.ts
+++ b/packages/shared/src/recording/upload/uploadRecording.ts
@@ -233,8 +233,13 @@ async function uploadRecordingFileInParts({
               abortController.signal
             );
           },
-          (error: any) => {
-            logger.debug(`Failed to upload part ${index + 1}; will be retried`, error);
+          (error: any, attemptNumber: number, maxAttempts: number) => {
+            let message = `Failed to upload part ${index + 1}`;
+            if (attemptNumber < maxAttempts && error.code !== "ENOENT") {
+              message += `; will be retried`;
+            }
+            logger.error(message, { error });
+
             if (error.code === "ENOENT") {
               throw error;
             }