diff --git a/src/rest/handlers/RequestHandler.js b/src/rest/handlers/RequestHandler.js
index 317661cae865..069386ae0ad0 100644
--- a/src/rest/handlers/RequestHandler.js
+++ b/src/rest/handlers/RequestHandler.js
@@ -80,8 +80,14 @@ class RequestHandler {
             this.queue.unshift(item);
             finish(Number(res.headers['retry-after']) + this.client.options.restTimeOffset);
           } else if (err.status >= 500 && err.status < 600) {
-            this.queue.unshift(item);
-            finish(1e3 + this.client.options.restTimeOffset);
+            if (item.retried) {
+              item.reject(err);
+              finish();
+            } else {
+              item.retried = true;
+              this.queue.unshift(item);
+              finish(1e3 + this.client.options.restTimeOffset);
+            }
           } else {
             item.reject(err.status >= 400 && err.status < 500 ?
               new DiscordAPIError(res.request.path, res.body, res.request.method) : err);