diff --git a/common/user.ts b/common/user.ts
index b490ab0c..5ab07d35 100644
--- a/common/user.ts
+++ b/common/user.ts
@@ -71,6 +71,7 @@ export type PrivateUser = {
     twitchName: string
     controlToken: string
     botEnabled?: boolean
+    needsRelinking?: boolean
   }
 }
 
diff --git a/web/pages/profile.tsx b/web/pages/profile.tsx
index c038fd11..2c095db6 100644
--- a/web/pages/profile.tsx
+++ b/web/pages/profile.tsx
@@ -2,9 +2,11 @@ import { RefreshIcon } from '@heroicons/react/outline'
 import { PrivateUser, User } from 'common/user'
 import { cleanDisplayName, cleanUsername } from 'common/util/clean-username'
 import { formatMoney } from 'common/util/format'
+import Link from 'next/link'
 import React, { useState } from 'react'
 import Textarea from 'react-expanding-textarea'
 import { AddFundsButton } from 'web/components/add-funds-button'
+import { ConfirmationButton } from 'web/components/confirmation-button'
 import { Col } from 'web/components/layout/col'
 import { Row } from 'web/components/layout/row'
 import { Page } from 'web/components/page'
@@ -16,7 +18,11 @@ import { generateNewApiKey } from 'web/lib/api/api-key'
 import { changeUserInfo } from 'web/lib/firebase/api'
 import { redirectIfLoggedOut } from 'web/lib/firebase/server-auth'
 import { uploadImage } from 'web/lib/firebase/storage'
-import { getUserAndPrivateUser, updateUser } from 'web/lib/firebase/users'
+import {
+  getUserAndPrivateUser,
+  updatePrivateUser,
+  updateUser,
+} from 'web/lib/firebase/users'
 
 export const getServerSideProps = redirectIfLoggedOut('/', async (_, creds) => {
   return { props: { auth: await getUserAndPrivateUser(creds.uid) } }
@@ -91,10 +97,15 @@ export default function ProfilePage(props: {
     }
   }
 
-  const updateApiKey = async (e: React.MouseEvent) => {
+  const updateApiKey = async (e?: React.MouseEvent) => {
     const newApiKey = await generateNewApiKey(user.id)
     setApiKey(newApiKey ?? '')
-    e.preventDefault()
+    e?.preventDefault()
+
+    if (!privateUser.twitchInfo) return
+    await updatePrivateUser(privateUser.id, {
+      twitchInfo: { ...privateUser.twitchInfo, needsRelinking: true },
+    })
   }
 
   const fileHandler = async (event: any) => {
@@ -227,12 +238,36 @@ export default function ProfilePage(props: {
                 value={apiKey}
                 readOnly
               />
-              <button
-                className="btn btn-primary btn-square p-2"
-                onClick={updateApiKey}
+              <ConfirmationButton
+                openModalBtn={{
+                  className: 'btn btn-primary btn-square p-2',
+                  label: '',
+                  icon: <RefreshIcon />,
+                }}
+                submitBtn={{
+                  label: 'Update key',
+                  className: 'btn-primary',
+                }}
+                onSubmitWithSuccess={async () => {
+                  updateApiKey()
+                  return true
+                }}
               >
-                <RefreshIcon />
-              </button>
+                <Col>
+                  <Title text={'Are you sure?'} />
+                  <div>
+                    Updating your API key will break any existing applications
+                    connected to your account, <b>including the Twitch bot</b>.
+                    You will need to go to the{' '}
+                    <Link href="/twitch">
+                      <a className="underline focus:outline-none">
+                        Twitch page
+                      </a>
+                    </Link>{' '}
+                    to relink your account.
+                  </div>
+                </Col>
+              </ConfirmationButton>
             </div>
           </div>
         </Col>
diff --git a/web/pages/twitch.tsx b/web/pages/twitch.tsx
index 49b004fa..46856eaf 100644
--- a/web/pages/twitch.tsx
+++ b/web/pages/twitch.tsx
@@ -40,6 +40,9 @@ function ButtonGetStarted(props: {
   const { user, privateUser, buttonClass, spinnerClass } = props
 
   const [isLoading, setLoading] = useState(false)
+  const needsRelink =
+    privateUser?.twitchInfo?.twitchName &&
+    privateUser?.twitchInfo?.needsRelinking
 
   const callback =
     user && privateUser
@@ -77,11 +80,11 @@ function ButtonGetStarted(props: {
   ) : (
     <Button
       size="xl"
-      color="gradient"
+      color={needsRelink ? 'red' : 'gradient'}
       className={clsx('my-4 self-center !px-16', buttonClass)}
       onClick={getStarted}
     >
-      Start playing
+      {needsRelink ? 'API key updated: relink Twitch' : 'Start playing'}
     </Button>
   )
 }
@@ -92,7 +95,8 @@ function TwitchPlaysManifoldMarkets(props: {
 }) {
   const { user, privateUser } = props
 
-  const twitchUser = privateUser?.twitchInfo?.twitchName
+  const twitchInfo = privateUser?.twitchInfo
+  const twitchUser = twitchInfo?.twitchName
 
   return (
     <div>
@@ -120,7 +124,7 @@ function TwitchPlaysManifoldMarkets(props: {
           receive their profit.
         </div>
         Start playing now by logging in with Google and typing commands in chat!
-        {twitchUser ? (
+        {twitchUser && !twitchInfo.needsRelinking ? (
           <Button
             size="xl"
             color="green"
@@ -280,7 +284,7 @@ function BotConnectButton(props: {
         <Button
           color="red"
           onClick={updateBotConnected(false)}
-          className={clsx(loading && '!btn-disabled', '')}
+          className={clsx(loading && '!btn-disabled', 'border-none')}
         >
           {loading ? (
             <LoadingIndicator spinnerClassName="!h-5 !w-5 border-white !border-2" />
@@ -292,7 +296,7 @@ function BotConnectButton(props: {
         <Button
           color="green"
           onClick={updateBotConnected(true)}
-          className={clsx(loading && '!btn-disabled', '')}
+          className={clsx(loading && '!btn-disabled', 'border-none')}
         >
           {loading ? (
             <LoadingIndicator spinnerClassName="!h-5 !w-5 border-white !border-2" />
@@ -310,7 +314,11 @@ function SetUpBot(props: {
   privateUser?: PrivateUser | null
 }) {
   const { user, privateUser } = props
-  const twitchLinked = privateUser?.twitchInfo?.twitchName
+  const twitchLinked =
+    privateUser?.twitchInfo?.twitchName &&
+    !privateUser?.twitchInfo?.needsRelinking
+      ? true
+      : undefined
   const toastTheme = {
     className: '!bg-primary !text-white',
     icon: <LinkIcon className="mr-2 h-6 w-6" aria-hidden="true" />,