diff --git a/.circleci/config.yml b/.circleci/config.yml
index 2f0c0ffeb6..4040eed7df 100644
--- a/.circleci/config.yml
+++ b/.circleci/config.yml
@@ -56,6 +56,21 @@ jobs:
       - attach_workspace:
           at: ~/repo
       - link-check-changed-files
+  
+  broken-link-check-prod:
+    executor: node-executor
+    working_directory: ~/repo
+    steps:
+      - checkout
+      - restore_cache:
+          keys:
+            - yarn-cache-{{ checksum "yarn.lock" }}-{{ checksum "patches/github-slugger+1.3.0.patch" }}-{{ checksum "patches/vue-scrollactive+0.9.3.patch" }}-{{ checksum "patches/@docsearch+js+1.0.0-alpha.28.patch" }}-{{ checksum "patches/@nuxt+vue-app+2.14.12.patch" }}
+      - run:
+          name: Install Dependencies
+          command: yarn --frozen-lockfile
+      - run:
+          name: Broken link checker
+          command: yarn broken-link-checker:prod
 
   release:
     executor: node-executor
@@ -110,3 +125,14 @@ workflows:
             branches:
               only:
                 - master
+
+  nightly:
+    triggers:
+      - schedule:
+          cron: "0 0 * * *"
+          filters:
+            branches:
+              only:
+                - master
+    jobs:
+      - broken-link-check-prod
diff --git a/package.json b/package.json
index ebb82e1731..4e8c41bfa4 100644
--- a/package.json
+++ b/package.json
@@ -13,6 +13,7 @@
     "start": "cross-env NODE_ENV=development nuxt",
     "start:ci": "cross-env NODE_ENV=test yarn build && cd dist/ && yarn serve:dist",
     "changed-files-broken-link-checker:ci": "node scripts/changedFilesBrokenLinkChecker.js",
+    "broken-link-checker:prod": "node scripts/recursiveBrokenLinkChecker.js",
     "serve:dist": "node scripts/server.js",
     "lint:js": "eslint --ext .js,.vue --ignore-path .gitignore .",
     "lint:style": "stylelint **/*.{vue,css} --ignore-path .gitignore",
diff --git a/scripts/changedFilesBrokenLinkChecker.js b/scripts/changedFilesBrokenLinkChecker.js
index 3a22e28896..e594d702d7 100644
--- a/scripts/changedFilesBrokenLinkChecker.js
+++ b/scripts/changedFilesBrokenLinkChecker.js
@@ -2,18 +2,8 @@
 const { execSync, fork } = require('child_process')
 const { HtmlUrlChecker } = require('broken-link-checker')
 const chalk = require('chalk')
-
-const logger = {
-  log: (...args) => {
-    console.log(`${chalk.yellow(`[${new Date().toISOString()}]:`)} `, ...args)
-  },
-  error: (...args) => {
-    console.error(
-      `${chalk.bgRed(`[${new Date().toISOString()}]: ⛔️ ERROR:`)} `,
-      ...args
-    )
-  },
-}
+const { logger } = require('./utils/logger')
+const { prettyPrintStatusCode } = require('./utils/prettyPrintStatusCode')
 
 const GIT_DIFF_NAME_STATUS_LAST_COMMIT = 'git diff --name-status HEAD~1'
 const MARKDOWN_EXTENSION = '.md'
@@ -138,14 +128,6 @@ const getGitDiffList = () => {
   return []
 }
 
-const prettyPrintStatusCode = (statusCode) => {
-  if (statusCode >= 400) {
-    return chalk.bgRed(`ERROR ⛔️`)
-  }
-
-  return chalk.green(`OK ✅`)
-}
-
 const makeSiteCheckerForUrl = (url) => {
   return async () => {
     return new Promise((resolve, reject) => {
diff --git a/scripts/recursiveBrokenLinkChecker.js b/scripts/recursiveBrokenLinkChecker.js
new file mode 100644
index 0000000000..3289dbee39
--- /dev/null
+++ b/scripts/recursiveBrokenLinkChecker.js
@@ -0,0 +1,103 @@
+/* eslint-disable no-console */
+const { SiteChecker } = require('broken-link-checker')
+const chalk = require('chalk')
+const { logger } = require('./utils/logger')
+const { prettyPrintStatusCode } = require('./utils/prettyPrintStatusCode')
+
+const DOCS_SITE_URL = 'https://docs.cypress.io/'
+
+const makeSiteChecker = () => {
+  return new Promise((resolve, reject) => {
+    /**
+     * The promise resolves the following:
+     * @type Array<{ originUrl: string, brokenUrl: string }>
+     */
+    let brokenLinkRecords = []
+    let numLinksChecked = 0
+    const siteChecker = new SiteChecker(
+      {
+        excludeExternalLinks: true,
+        honorRobotExclusions: false,
+      },
+      {
+        error: (error) => {
+          logger.error('An error occurred', error)
+        },
+        html: (tree, robots, response, pageUrl) => {
+          const currentUrl = response.url
+
+          const htmlNode = tree.childNodes.find(
+            (node) => node.tagName === 'html'
+          )
+          const headNode = htmlNode.childNodes.find(
+            (node) => node.tagName === 'head'
+          )
+          const titleNode = headNode.childNodes.find(
+            (node) => node.tagName === 'title'
+          )
+          const titleTextNode = titleNode.childNodes.find(
+            (node) => node.nodeName === '#text'
+          )
+          const is404 = titleTextNode.value.includes(
+            '404 | Cypress Documentation'
+          )
+
+          if (is404) {
+            logger.error(
+              `Broken link found on page ${currentUrl}: ${chalk.bgRed(pageUrl)}`
+            )
+
+            brokenLinkRecords.push({
+              originUrl: currentUrl,
+              brokenUrl: pageUrl,
+            })
+          }
+        },
+        link: (link) => {
+          logger.log(
+            `${prettyPrintStatusCode(link.http.statusCode)} ${
+              link.url.resolved
+            }`
+          )
+
+          numLinksChecked++
+        },
+        end: () => {
+          logger.log(`Finished scanning url ${DOCS_SITE_URL}`)
+          logger.log(`Number of links checked: ${numLinksChecked}`)
+          resolve(brokenLinkRecords)
+        },
+      }
+    )
+
+    logger.log(`🔗 Starting link checker for url: ${DOCS_SITE_URL}`)
+    siteChecker.enqueue(DOCS_SITE_URL)
+  })
+}
+
+const main = async () => {
+  console.time('recursiveBrokenLinkChecker')
+
+  const brokenLinkRecords = await makeSiteChecker()
+
+  logger.log(
+    `Number of broken URLs found: ${
+      brokenLinkRecords.length
+        ? `${chalk.bgRed(brokenLinkRecords.length)}`
+        : `${chalk.green(brokenLinkRecords.length)} ✅`
+    }`
+  )
+
+  brokenLinkRecords.forEach(({ originUrl, brokenUrl }) => {
+    logger.error(`************************`)
+    logger.error(`Broken URL on page: ${originUrl}`)
+    logger.error(`Broken URL: ${brokenUrl}`)
+  })
+
+  console.timeEnd('recursiveBrokenLinkChecker')
+  if (brokenLinkRecords.length) {
+    process.exit(1)
+  }
+}
+
+main()
diff --git a/scripts/utils/logger.js b/scripts/utils/logger.js
new file mode 100644
index 0000000000..66b1ea1215
--- /dev/null
+++ b/scripts/utils/logger.js
@@ -0,0 +1,14 @@
+/* eslint-disable no-console */
+const chalk = require('chalk')
+
+module.exports.logger = {
+  log: (...args) => {
+    console.log(`${chalk.yellow(`[${new Date().toISOString()}]:`)} `, ...args)
+  },
+  error: (...args) => {
+    console.error(
+      `${chalk.bgRed(`[${new Date().toISOString()}]: ⛔️ ERROR:`)} `,
+      ...args
+    )
+  },
+}
diff --git a/scripts/utils/prettyPrintStatusCode.js b/scripts/utils/prettyPrintStatusCode.js
new file mode 100644
index 0000000000..355a99b02f
--- /dev/null
+++ b/scripts/utils/prettyPrintStatusCode.js
@@ -0,0 +1,9 @@
+const chalk = require('chalk')
+
+module.exports.prettyPrintStatusCode = (statusCode) => {
+  if (statusCode >= 400) {
+    return chalk.bgRed(`ERROR ⛔️`)
+  }
+
+  return chalk.green(`OK ✅`)
+}