diff --git a/api.go b/api.go
index a019403c4..1d6b66502 100644
--- a/api.go
+++ b/api.go
@@ -661,7 +661,7 @@ func (c *Client) executeMethod(ctx context.Context, method string, metadata requ
 		// Initiate the request.
 		res, err = c.do(req)
 		if err != nil {
-			if isRequestErrorRetryable(err) {
+			if isRequestErrorRetryable(ctx, err) {
 				// Retry the request
 				continue
 			}
diff --git a/retry.go b/retry.go
index 5ddcad897..d15eb5901 100644
--- a/retry.go
+++ b/retry.go
@@ -129,9 +129,10 @@ func isHTTPStatusRetryable(httpStatusCode int) (ok bool) {
 }
 
 // For now, all http Do() requests are retriable except some well defined errors
-func isRequestErrorRetryable(err error) bool {
+func isRequestErrorRetryable(ctx context.Context, err error) bool {
 	if errors.Is(err, context.Canceled) || errors.Is(err, context.DeadlineExceeded) {
-		return false
+		// Retry if internal timeout in the HTTP call.
+		return ctx.Err() == nil
 	}
 	if ue, ok := err.(*url.Error); ok {
 		e := ue.Unwrap()