diff --git a/apps/backend/README.md b/apps/backend/README.md
index 13ef71d609..d8a000fad0 100644
--- a/apps/backend/README.md
+++ b/apps/backend/README.md
@@ -26,7 +26,7 @@ Link local to upstream project so you can push migrations to staging or prod pro
 yarn supabase link --project-ref $PROJECT_REF
 ```
 
-Push migrations to upstream / clooud project such as staging
+Push migrations to upstream / cloud project such as staging
 
 ```
 yarn supabase db push
diff --git a/apps/backend/supabase/migrations/20240129215251_top_searches.sql b/apps/backend/supabase/migrations/20240129215251_top_searches.sql
new file mode 100644
index 0000000000..bcd6ce9fb5
--- /dev/null
+++ b/apps/backend/supabase/migrations/20240129215251_top_searches.sql
@@ -0,0 +1,28 @@
+set check_function_bodies = off;
+
+CREATE OR REPLACE FUNCTION public.match_weekly_search_usage()
+ RETURNS TABLE(query_string character varying, count bigint)
+ LANGUAGE plpgsql
+AS $function$
+begin
+  return query
+  SELECT
+    queries.query_string,
+    count(*) as count
+  FROM
+    queries
+  WHERE
+    type = 'docs-search'
+    AND queries.query_string != 'dsys'
+    AND queries.query_string != 'create a button'
+    AND queries.created_at >= now() - interval '1 week'
+  GROUP BY
+    queries.query_string
+  ORDER BY
+    count DESC
+  LIMIT 20;
+end;
+$function$
+;
+
+
diff --git a/apps/backend/supabase/schema.gen.ts b/apps/backend/supabase/schema.gen.ts
index a1837e336d..b1920e810f 100644
--- a/apps/backend/supabase/schema.gen.ts
+++ b/apps/backend/supabase/schema.gen.ts
@@ -289,6 +289,13 @@ export interface Database {
           slug: string
         }[]
       }
+      match_weekly_search_usage: {
+        Args: Record<PropertyKey, never>
+        Returns: {
+          query_string: string
+          count: number
+        }[]
+      }
       upsert_story_and_create_story_render: {
         Args: {
           _storybook_id: string
diff --git a/packages/paste-website/package.json b/packages/paste-website/package.json
index d6cd5a4818..6dda75c5d9 100644
--- a/packages/paste-website/package.json
+++ b/packages/paste-website/package.json
@@ -29,6 +29,7 @@
     "@next/mdx": "^14.0.0",
     "@octokit/core": "^5.0.1",
     "@octokit/plugin-paginate-graphql": "^4.0.0",
+    "@slack/web-api": "^7.0.1",
     "@supabase/supabase-js": "^2.36.0",
     "@twilio-paste/account-switcher": "^3.0.1",
     "@twilio-paste/alert": "^14.1.0",
diff --git a/packages/paste-website/src/pages/api/post-to-slack.ts b/packages/paste-website/src/pages/api/post-to-slack.ts
new file mode 100644
index 0000000000..10ea5ab849
--- /dev/null
+++ b/packages/paste-website/src/pages/api/post-to-slack.ts
@@ -0,0 +1,84 @@
+import { LogLevel, WebClient } from "@slack/web-api";
+import type { NextApiRequest, NextApiResponse } from "next";
+import Rollbar from "rollbar";
+
+import { logger } from "../../functions-utils/logger";
+
+const rollbar = new Rollbar({
+  accessToken: process.env.ROLLBAR_ACCESS_TOKEN,
+  captureUncaught: true,
+  captureUnhandledRejections: true,
+});
+
+const slackToken = process.env.SLACK_BOT_USER_OAUTH_ACCESS_TOKEN;
+
+const client = new WebClient(slackToken, {
+  // LogLevel can be imported and used to make debugging simpler
+  logLevel: LogLevel.DEBUG,
+});
+
+const LOG_PREFIX = "[/api/post-to-slack]:";
+
+export default async function handler(req: NextApiRequest, res: NextApiResponse): Promise<void | Response> {
+  logger.info(`${LOG_PREFIX} Incoming request`);
+
+  if (slackToken === undefined) {
+    logger.error(`${LOG_PREFIX} Slack token is undefined`);
+    rollbar.error(`${LOG_PREFIX} Slack token is undefined`);
+    res.status(500).json({
+      error: "Slack token is undefined",
+    });
+    return;
+  }
+
+  const requestData = typeof req.body === "string" ? JSON.parse(req.body) : req.body;
+  logger.info(`${LOG_PREFIX} Request data`, { requestData });
+
+  if (!requestData) {
+    res.status(500).json({
+      error: "No request data",
+    });
+  }
+
+  // thread is optional if you want to reply to a Slack thread
+  const { message, channelID, threadID } = requestData;
+  logger.info(`${LOG_PREFIX} User query`, { message, channelID, threadID });
+
+  if (message === undefined || message === "") {
+    logger.error(`${LOG_PREFIX} Message is undefined`);
+    rollbar.error(`${LOG_PREFIX} Message is undefined`);
+    res.status(500).json({
+      error: "Message is undefined",
+    });
+    return;
+  }
+
+  if (channelID === undefined || channelID === "") {
+    logger.error(`${LOG_PREFIX} Channel is undefined`);
+    rollbar.error(`${LOG_PREFIX} Channel is undefined`);
+    res.status(500).json({
+      error: "Channel is undefined",
+    });
+    return;
+  }
+
+  try {
+    const result = await client.chat.postMessage({
+      channel: channelID,
+      text: message,
+      username: "Paste Bot",
+      // eslint-disable-next-line camelcase
+      thread_ts: threadID,
+      mrkdwn: true,
+    });
+
+    logger.info(`${LOG_PREFIX} Request data`, { result });
+    res.status(200).json({ result });
+  } catch (error) {
+    logger.error(`${LOG_PREFIX} Error posting to Slack`, { error });
+    rollbar.error(`${LOG_PREFIX} Error posting to Slack`, { error });
+    res.status(500).json({
+      error,
+    });
+  }
+}
diff --git a/packages/paste-website/src/pages/api/share-search-usage.ts b/packages/paste-website/src/pages/api/share-search-usage.ts
new file mode 100644
index 0000000000..e46a40291b
--- /dev/null
+++ b/packages/paste-website/src/pages/api/share-search-usage.ts
@@ -0,0 +1,157 @@
+import { createClient } from "@supabase/supabase-js";
+import type { NextApiRequest, NextApiResponse } from "next";
+import Rollbar from "rollbar";
+import { z } from "zod";
+
+import { logger } from "../../functions-utils/logger";
+
+const queryCountSchema = z.object({
+  // eslint-disable-next-line camelcase
+  query_string: z.string(),
+  count: z.number(),
+});
+
+const latestQueriesDataSchema = z.array(queryCountSchema);
+
+const rollbar = new Rollbar({
+  accessToken: process.env.ROLLBAR_ACCESS_TOKEN,
+  captureUncaught: true,
+  captureUnhandledRejections: true,
+});
+
+const supabaseUrl = process.env.SUPABASE_URL;
+const supabaseServiceKey = process.env.SUPABASE_KEY;
+const slackChannelID = process.env.SLACK_CHANNEL_HELP_DESIGN_SYSTEM;
+
+const LOG_PREFIX = "[/api/share-search-usage]:";
+
+export default async function handler(req: NextApiRequest, res: NextApiResponse): Promise<void | Response> {
+  logger.info(`${LOG_PREFIX} Incoming request`);
+
+  // if this doesn't get called from a vercel cron job, then it's unauthorized
+  if (req.headers.authorization !== `Bearer ${process.env.CRON_SECRET}`) {
+    res.status(401).end("Unauthorized");
+    return;
+  }
+
+  if (supabaseUrl === undefined) {
+    logger.error(`${LOG_PREFIX} Supabase URL is undefined`);
+    rollbar.error(`${LOG_PREFIX} Supabase URL is undefined`);
+    res.status(500).json({
+      error: "Supabase URL is undefined",
+    });
+    return;
+  }
+
+  if (supabaseServiceKey === undefined) {
+    logger.error(`${LOG_PREFIX} Supabase service key is undefined`);
+    rollbar.error(`${LOG_PREFIX} Supabase service key is undefined`);
+    res.status(500).json({
+      error: "Supabase service key is undefined",
+    });
+    return;
+  }
+
+  if (slackChannelID === undefined) {
+    logger.error(`${LOG_PREFIX} Slack channel ID is undefined`);
+    rollbar.error(`${LOG_PREFIX} Slack channel ID is undefined`);
+    res.status(500).json({
+      error: "Slack channel ID is undefined",
+    });
+    return;
+  }
+
+  const { host } = req.headers;
+  const protocol = host?.includes("localhost") ? "http" : "https";
+
+  const supabaseClient = createClient(supabaseUrl, supabaseServiceKey);
+
+  const latestSearchQueriesResponse = await supabaseClient.rpc("match_weekly_search_usage");
+
+  if (latestSearchQueriesResponse.error) {
+    logger.error(`${LOG_PREFIX} Error fetching latest search queries`, {
+      latestSearchQueries: latestSearchQueriesResponse,
+    });
+    rollbar.error(`${LOG_PREFIX} Error fetching latest search queries`, {
+      latestSearchQueries: latestSearchQueriesResponse,
+    });
+    res.status(500).json({
+      error: latestSearchQueriesResponse.error,
+    });
+    return;
+  }
+
+  const latestSearchQueries = latestQueriesDataSchema.safeParse(latestSearchQueriesResponse.data);
+
+  logger.info(`${LOG_PREFIX} Latest search queries`, { latestSearchQueriesData: latestSearchQueries });
+
+  if (!latestSearchQueries.success) {
+    logger.error(
+      `${LOG_PREFIX} Invalid db query response structure: ${JSON.stringify(latestSearchQueriesResponse.data)}`,
+    );
+    rollbar.error(
+      `${LOG_PREFIX} Invalid db query response structure: ${JSON.stringify(latestSearchQueriesResponse.data)}`,
+    );
+    res.status(400).json({ error: "Invalid db query response structure", details: latestSearchQueries.error });
+    return;
+  }
+
+  /**
+   * Take this structured data and turn it into a markdown table
+   *   [
+   *     {
+   *       "query_string": "button",
+   *       "count": 2
+   *     }
+   *   ]
+   */
+
+  const queries = latestSearchQueries.data.map((query) => query.query_string);
+  const counts = latestSearchQueries.data.map((query) => query.count.toString());
+
+  const maxQueryLength = Math.max(...queries.map((query) => query.length), "Query".length);
+  const maxCountLength = Math.max(...counts.map((count) => count.length), "Count".length);
+
+  let markdownTable = `| ${"Search Term".padEnd(maxQueryLength)} | ${"Count".padEnd(maxCountLength)} |\n| ${"-".repeat(
+    maxQueryLength,
+  )} | ${"-".repeat(maxCountLength)} |\n`;
+
+  for (const query of latestSearchQueries.data) {
+    markdownTable += `| ${query.query_string.padEnd(maxQueryLength)} | ${query.count
+      .toString()
+      .padEnd(maxCountLength)} |\n`;
+  }
+
+  logger.info(`${LOG_PREFIX} Markdown table`, { markdownTable });
+
+  const slackMessage =
+    `:mag: *Top Search Queries of the Past Week on Paste Docsite* :mag:\n\nThe search feature on the PasteDoc site is a great resource when you're stuck. Check out what your Paste Mates have been searching for most over the past 7 days.\n\n\`\`\`\n${markdownTable}`.concat(
+      "\n```",
+    );
+
+  try {
+    const postToSlackResponse = await fetch(`${protocol}://${host}/api/post-to-slack`, {
+      method: "POST",
+      headers: {
+        "Content-Type": "application/json",
+      },
+      body: JSON.stringify({
+        message: slackMessage,
+        channelID: slackChannelID,
+      }),
+    });
+
+    logger.info(`${LOG_PREFIX} Posted to Slack`, { postToSlackResponse });
+    // return the data to the client
+    res.status(200).json({
+      latestSearchQueriesData: latestSearchQueries,
+    });
+  } catch (error) {
+    logger.error(`${LOG_PREFIX} Error posting to Slack`, { error });
+    rollbar.error(`${LOG_PREFIX} Error posting to Slack`, { error });
+    res.status(500).json({
+      error: "Error posting to Slack",
+      details: error,
+    });
+  }
+}
diff --git a/packages/paste-website/vercel.json b/packages/paste-website/vercel.json
new file mode 100644
index 0000000000..cba6522709
--- /dev/null
+++ b/packages/paste-website/vercel.json
@@ -0,0 +1,8 @@
+{
+  "crons": [
+    {
+      "path": "/api/share-search-usage",
+      "schedule": "0 10 * * 1"
+    }
+  ]
+}
diff --git a/yarn.lock b/yarn.lock
index 5e8dace5dd..b80bb9bdc6 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -9111,6 +9111,41 @@ __metadata:
   languageName: node
   linkType: hard
 
+"@slack/logger@npm:^4.0.0":
+  version: 4.0.0
+  resolution: "@slack/logger@npm:4.0.0"
+  dependencies:
+    "@types/node": ">=18.0.0"
+  checksum: dc79e9d2032c4bf9ce01d96cc72882f003dd376d036f172d4169662cfc2c9b384a80d5546b06021578dd473e7059f064303f0ba851eeb153387f2081a1e3062e
+  languageName: node
+  linkType: hard
+
+"@slack/types@npm:^2.9.0":
+  version: 2.11.0
+  resolution: "@slack/types@npm:2.11.0"
+  checksum: b5b7e4be242c9409b247c5be9df480b91a5ad21f367ae96945a7752bd720c65b13623c4a9b37b812107b3a5aa5e5013d7962807230913781ff5f0ad427a79ec2
+  languageName: node
+  linkType: hard
+
+"@slack/web-api@npm:^7.0.1":
+  version: 7.0.1
+  resolution: "@slack/web-api@npm:7.0.1"
+  dependencies:
+    "@slack/logger": ^4.0.0
+    "@slack/types": ^2.9.0
+    "@types/node": ">=18.0.0"
+    axios: ^1.6.5
+    eventemitter3: ^5.0.1
+    form-data: ^4.0.0
+    is-electron: 2.2.2
+    is-stream: ^2
+    p-queue: ^6
+    p-retry: ^4
+    retry: ^0.13.1
+  checksum: 134c0e7416216701b442e74f0057907f78b048e19965f1abd071ad7bc19abb8451b4628899396d20b0348093e8afca2fb234a1708b4da66a132bf069ebe2ffbe
+  languageName: node
+  linkType: hard
+
 "@snyk/dep-graph@npm:^2.3.0":
   version: 2.5.0
   resolution: "@snyk/dep-graph@npm:2.5.0"
@@ -15670,6 +15705,7 @@ __metadata:
     "@next/mdx": ^14.0.0
     "@octokit/core": ^5.0.1
     "@octokit/plugin-paginate-graphql": ^4.0.0
+    "@slack/web-api": ^7.0.1
     "@storybook/react": 7.6.4
     "@supabase/supabase-js": ^2.36.0
     "@testing-library/react": ^13.4.0
@@ -16589,6 +16625,15 @@ __metadata:
   languageName: node
   linkType: hard
 
+"@types/node@npm:>=18.0.0":
+  version: 20.11.7
+  resolution: "@types/node@npm:20.11.7"
+  dependencies:
+    undici-types: ~5.26.4
+  checksum: 61ea0718bccda31110c643190518407b7c50d26698a20e3522871608db5fa3d2d43d1ae57c609068eae6996d563db43326045a90f22a9aacc825e8d6c7aea2ce
+  languageName: node
+  linkType: hard
+
 "@types/node@npm:>=8.0.0 <15, @types/node@npm:^14.14.31":
   version: 14.18.36
   resolution: "@types/node@npm:14.18.36"
@@ -16837,6 +16882,13 @@ __metadata:
   languageName: node
   linkType: hard
 
+"@types/retry@npm:0.12.0":
+  version: 0.12.0
+  resolution: "@types/retry@npm:0.12.0"
+  checksum: 61a072c7639f6e8126588bf1eb1ce8835f2cb9c2aba795c4491cf6310e013267b0c8488039857c261c387e9728c1b43205099223f160bb6a76b4374f741b5603
+  languageName: node
+  linkType: hard
+
 "@types/retry@npm:^0.12.0":
   version: 0.12.1
   resolution: "@types/retry@npm:0.12.1"
@@ -19213,6 +19265,17 @@ __metadata:
   languageName: node
   linkType: hard
 
+"axios@npm:^1.6.5":
+  version: 1.6.7
+  resolution: "axios@npm:1.6.7"
+  dependencies:
+    follow-redirects: ^1.15.4
+    form-data: ^4.0.0
+    proxy-from-env: ^1.1.0
+  checksum: 87d4d429927d09942771f3b3a6c13580c183e31d7be0ee12f09be6d5655304996bb033d85e54be81606f4e89684df43be7bf52d14becb73a12727bf33298a082
+  languageName: node
+  linkType: hard
+
 "axobject-query@npm:^2.2.0":
   version: 2.2.0
   resolution: "axobject-query@npm:2.2.0"
@@ -25097,6 +25160,13 @@ __metadata:
   languageName: node
   linkType: hard
 
+"eventemitter3@npm:^5.0.1":
+  version: 5.0.1
+  resolution: "eventemitter3@npm:5.0.1"
+  checksum: 543d6c858ab699303c3c32e0f0f47fc64d360bf73c3daf0ac0b5079710e340d6fe9f15487f94e66c629f5f82cd1a8678d692f3dbb6f6fcd1190e1b97fcad36f8
+  languageName: node
+  linkType: hard
+
 "events@npm:^3.2.0":
   version: 3.3.0
   resolution: "events@npm:3.3.0"
@@ -26090,6 +26160,16 @@ __metadata:
   languageName: node
   linkType: hard
 
+"follow-redirects@npm:^1.15.4":
+  version: 1.15.5
+  resolution: "follow-redirects@npm:1.15.5"
+  peerDependenciesMeta:
+    debug:
+      optional: true
+  checksum: 5ca49b5ce6f44338cbfc3546823357e7a70813cecc9b7b768158a1d32c1e62e7407c944402a918ea8c38ae2e78266312d617dc68783fac502cbb55e1047b34ec
+  languageName: node
+  linkType: hard
+
 "for-each@npm:^0.3.3":
   version: 0.3.3
   resolution: "for-each@npm:0.3.3"
@@ -29134,6 +29214,13 @@ fsevents@^1.2.7:
   languageName: node
   linkType: hard
 
+"is-electron@npm:2.2.2":
+  version: 2.2.2
+  resolution: "is-electron@npm:2.2.2"
+  checksum: de5aa8bd8d72c96675b8d0f93fab4cc21f62be5440f65bc05c61338ca27bd851a64200f31f1bf9facbaa01b3dbfed7997b2186741d84b93b63e0aff1db6a9494
+  languageName: node
+  linkType: hard
+
 "is-even@npm:^1.0.0":
   version: 1.0.0
   resolution: "is-even@npm:1.0.0"
@@ -29564,6 +29651,13 @@ fsevents@^1.2.7:
   languageName: node
   linkType: hard
 
+"is-stream@npm:^2":
+  version: 2.0.1
+  resolution: "is-stream@npm:2.0.1"
+  checksum: b8e05ccdf96ac330ea83c12450304d4a591f9958c11fd17bed240af8d5ffe08aedafa4c0f4cfccd4d28dc9d4d129daca1023633d5c11601a6cbc77521f6fae66
+  languageName: node
+  linkType: hard
+
 "is-string@npm:^1.0.5, is-string@npm:^1.0.7":
   version: 1.0.7
   resolution: "is-string@npm:1.0.7"
@@ -36249,7 +36343,7 @@ fsevents@^1.2.7:
   languageName: node
   linkType: hard
 
-"p-queue@npm:6.6.2":
+"p-queue@npm:6.6.2, p-queue@npm:^6":
   version: 6.6.2
   resolution: "p-queue@npm:6.6.2"
   dependencies:
@@ -36266,6 +36360,16 @@ fsevents@^1.2.7:
   languageName: node
   linkType: hard
 
+"p-retry@npm:^4":
+  version: 4.6.2
+  resolution: "p-retry@npm:4.6.2"
+  dependencies:
+    "@types/retry": 0.12.0
+    retry: ^0.13.1
+  checksum: 45c270bfddaffb4a895cea16cb760dcc72bdecb6cb45fef1971fa6ea2e91ddeafddefe01e444ac73e33b1b3d5d29fb0dd18a7effb294262437221ddc03ce0f2e
+  languageName: node
+  linkType: hard
+
 "p-retry@npm:^4.5.0":
   version: 4.6.1
   resolution: "p-retry@npm:4.6.1"