diff --git a/backend/src/middlewares/error.ts b/backend/src/middlewares/error.ts
index 8a8e02c10..043087acf 100644
--- a/backend/src/middlewares/error.ts
+++ b/backend/src/middlewares/error.ts
@@ -5,9 +5,13 @@ import MonkeyError from "../utils/error";
 import { incrementBadAuth } from "./rate-limit";
 import { NextFunction, Response } from "express";
 import { MonkeyResponse, handleMonkeyResponse } from "../utils/monkey-response";
-import { recordClientErrorByVersion } from "../utils/prometheus";
+import {
+  recordClientErrorByVersion,
+  recordServerErrorByVersion,
+} from "../utils/prometheus";
 import { isDevEnvironment } from "../utils/misc";
 import { ObjectId } from "mongodb";
+import { version } from "../version";
 
 type DBError = {
   _id: ObjectId;
@@ -61,6 +65,8 @@ async function errorHandlingMiddleware(
       monkeyResponse.status >= 500 &&
       monkeyResponse.status !== 503
     ) {
+      recordServerErrorByVersion(version);
+
       const { uid, errorId } = monkeyResponse.data;
 
       try {
diff --git a/backend/src/utils/prometheus.ts b/backend/src/utils/prometheus.ts
index 4b0ff20c0..55c5f0a96 100644
--- a/backend/src/utils/prometheus.ts
+++ b/backend/src/utils/prometheus.ts
@@ -189,6 +189,16 @@ export function recordClientErrorByVersion(version: string): void {
   clientErrorByVersion.inc({ version });
 }
 
+const serverErrorByVersion = new Counter({
+  name: "api_server_error_by_version",
+  help: "Server versions which are generating 500 errors",
+  labelNames: ["version"],
+});
+
+export function recordServerErrorByVersion(version: string): void {
+  serverErrorByVersion.inc({ version });
+}
+
 const authTime = new Histogram({
   name: "api_request_auth_time",
   help: "Time spent authenticating",