diff --git a/web/pages/components/main-layout.tsx b/web/pages/components/main-layout.tsx
index b8bf3e31d..a100bc0e7 100644
--- a/web/pages/components/main-layout.tsx
+++ b/web/pages/components/main-layout.tsx
@@ -1,9 +1,10 @@
-import React, { useContext } from 'react';
+import React, { useContext, useEffect, useState } from 'react';
 import PropTypes from 'prop-types';
 import Link from 'next/link';
 import { differenceInSeconds } from "date-fns";
 import { useRouter } from 'next/router';
 import { Layout, Menu } from 'antd';
+
 import {
   SettingOutlined,
   HomeOutlined,
@@ -13,6 +14,7 @@ import {
   MinusSquareFilled,
 } from '@ant-design/icons';
 import classNames from 'classnames';
+import { upgradeVersionAvailable } from "../../utils/apis";
 import { parseSecondsToDurationString } from '../../utils/format'
 
 import OwncastLogo from './logo';
@@ -41,10 +43,28 @@ export default function MainLayout(props) {
       ? `Online ${  streamDurationString}`
       : "Offline";
 
+  const [upgradeVersion, setUpgradeVersion] = useState(null);
+  const checkForUpgrade = async () => {
+    try {
+      const result = await upgradeVersionAvailable();
+      setUpgradeVersion(result);
+    } catch (error) {
+      console.log("==== error", error);
+    }
+  };
+
+  useEffect(() => {
+    checkForUpgrade();
+  }, []);
+
   const appClass = classNames({
     'owncast-layout': true,
     [adminStyles.online]: broadcastActive,
   })
+
+  const upgradeMenuItemStyle = upgradeVersion ? 'block' : 'none';
+  const upgradeVersionString = upgradeVersion || '';
+
   return (
     <Layout className={appClass}>
       <Sider
@@ -112,8 +132,10 @@ export default function MainLayout(props) {
             <Menu.Item key="logs">
               <Link href="/logs">Logs</Link>
             </Menu.Item>
-            <Menu.Item key="upgrade">
-              <Link href="/upgrade">Upgrade</Link>
+            <Menu.Item key="upgrade" style={{ display: upgradeMenuItemStyle }}>
+              <Link href="/upgrade">
+                <a>Upgrade to v{upgradeVersionString}</a>
+              </Link>
             </Menu.Item>
           </SubMenu>
         </Menu>
diff --git a/web/pages/upgrade.tsx b/web/pages/upgrade.tsx
index e746792c4..35a40dfbb 100644
--- a/web/pages/upgrade.tsx
+++ b/web/pages/upgrade.tsx
@@ -1,8 +1,7 @@
 import React, { useState, useEffect } from "react";
 import ReactMarkdown from "react-markdown";
 import { Table, Tag } from "antd";
-
-const API_URL = "https://api.github.com/repos/owncast/owncast/releases/latest";
+import { getGithubRelease } from "../utils/apis";
 
 export default function Logs() {
   const [release, setRelease] = useState({
@@ -16,7 +15,7 @@ export default function Logs() {
 
   const getRelease = async () => {
     try {
-      const result = await fetchData(API_URL);
+      const result = await getGithubRelease();
       setRelease(result);
     } catch (error) {
       console.log("==== error", error);
@@ -72,17 +71,3 @@ function AssetTable(assets) {
   return <Table dataSource={data} columns={columns} rowKey="id" size="large" />;
 }
 
-async function fetchData(url) {
-  try {
-    const response = await fetch(url);
-    if (!response.ok) {
-      const message = `An error has occured: ${response.status}`;
-      throw new Error(message);
-    }
-    const json = await response.json();
-    return json;
-  } catch (error) {
-    console.log(error);
-  }
-  return {};
-}
diff --git a/web/utils/apis.ts b/web/utils/apis.ts
index b0db43f85..fc581818f 100644
--- a/web/utils/apis.ts
+++ b/web/utils/apis.ts
@@ -34,6 +34,8 @@ export const LOGS_ALL = `${API_LOCATION}logs`;
 // Get warnings + errors
 export const LOGS_WARN = `${API_LOCATION}logs/warnings`;
 
+const GITHUB_RELEASE_URL = "https://api.github.com/repos/owncast/owncast/releases/latest";
+
 // Current Stream status.
 // This is literally the same as /api/status except it supports
 // auth.
@@ -61,3 +63,65 @@ export async function fetchData(url) {
   }
   return {};
 }
+
+export async function getGithubRelease() {
+  try {
+    const response = await fetch(GITHUB_RELEASE_URL);
+    if (!response.ok) {
+      const message = `An error has occured: ${response.status}`;
+      throw new Error(message);
+    }
+    const json = await response.json();
+    return json;
+  } catch (error) {
+    console.log(error);
+  }
+  return {};
+}
+
+// Make a request to the server status API and the Github releases API
+// and return a release if it's newer than the server version.
+export async function upgradeVersionAvailable() {
+  const serverVersion = await fetchData(STREAM_STATUS)
+  const recentRelease = await getGithubRelease();
+  let recentReleaseVersion = recentRelease.tag_name;
+
+  if (recentReleaseVersion.substr(0, 1) === 'v') {
+    recentReleaseVersion = recentReleaseVersion.substr(1)
+  }
+
+  if (!upToDate(serverVersion.versionNumber, recentReleaseVersion)) {
+    return recentReleaseVersion
+  }
+
+  return null;
+}
+
+// Stolen from https://gist.github.com/prenagha/98bbb03e27163bc2f5e4
+const VPAT = /^\d+(\.\d+){0,2}$/;
+function upToDate(local, remote) {
+    if (!local || !remote || local.length === 0 || remote.length === 0)
+        return false;
+    if (local === remote)
+        return true;
+    if (VPAT.test(local) && VPAT.test(remote)) {
+        const lparts = local.split('.');
+        while(lparts.length < 3)
+            lparts.push("0");
+        const rparts = remote.split('.');
+        while (rparts.length < 3)
+            rparts.push("0");
+        // eslint-disable-next-line no-plusplus
+        for (let i=0; i<3; i++) {
+            const l = parseInt(lparts[i], 10);
+            const r = parseInt(rparts[i], 10);
+            if (l === r)
+                // eslint-disable-next-line no-continue
+                continue;
+            return l > r;
+        }
+        return true;
+    } 
+        return local >= remote;
+    
+}
\ No newline at end of file