diff --git a/.github/workflows/deploy-docs.yml b/.github/workflows/deploy-docs.yml
index 2f8432e2be..606ab9ce0a 100644
--- a/.github/workflows/deploy-docs.yml
+++ b/.github/workflows/deploy-docs.yml
@@ -241,6 +241,9 @@ jobs:
         run: bash scripts/generate-hooks.sh
         continue-on-error: true
 
+      - name: Build AI assistant knowledge manifests
+        run: node scripts/build-ai-docs-manifests.js
+
       - name: Upload prepared docs source
         uses: actions/upload-artifact@v4
         with:
diff --git a/.gitignore b/.gitignore
index b954186ea2..a64c3342ad 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,6 +1,7 @@
 node_modules/
 build/
 .docusaurus/
+static/ai/*.jsonl
 wp-hooks-docs/
 .hooks-tmp/
 .cache-loader/
diff --git a/scripts/build-ai-docs-manifests.js b/scripts/build-ai-docs-manifests.js
new file mode 100755
index 0000000000..84c7a86819
--- /dev/null
+++ b/scripts/build-ai-docs-manifests.js
@@ -0,0 +1,139 @@
+#!/usr/bin/env node
+
+const fs = require('fs');
+const path = require('path');
+
+const rootDir = process.cwd();
+const docsDir = path.join(rootDir, 'docs');
+const outputDir = path.join(rootDir, 'static', 'ai');
+const publicBaseUrl = 'https://ultimatemultisite.com/docs/';
+
+const docsManifestPath = path.join(outputDir, 'ums-docs-manifest.jsonl');
+const codeManifestPath = path.join(outputDir, 'ums-code-reference-manifest.jsonl');
+const markdownExtensions = new Set(['.md', '.mdx']);
+
+function listMarkdownFiles(dir) {
+  const entries = fs.readdirSync(dir, {withFileTypes: true});
+  const files = [];
+
+  for (const entry of entries) {
+    const fullPath = path.join(dir, entry.name);
+    if (entry.isDirectory()) {
+      files.push(...listMarkdownFiles(fullPath));
+      continue;
+    }
+
+    if (entry.isFile() && markdownExtensions.has(path.extname(entry.name))) {
+      files.push(fullPath);
+    }
+  }
+
+  return files.sort();
+}
+
+function extractFrontmatter(content) {
+  if (!content.startsWith('---\n')) {
+    return {};
+  }
+
+  const end = content.indexOf('\n---\n', 4);
+  if (end === -1) {
+    return {};
+  }
+
+  const metadata = {};
+  const lines = content.slice(4, end).split('\n');
+  for (const line of lines) {
+    const match = line.match(/^([A-Za-z0-9_-]+):\s*(.*)$/);
+    if (!match) {
+      continue;
+    }
+
+    const value = match[2].trim().replace(/^['"]|['"]$/g, '');
+    metadata[match[1]] = value;
+  }
+
+  return metadata;
+}
+
+function routeFor(relativePath) {
+  let route = relativePath.replace(/\\/g, '/').replace(/\.(md|mdx)$/i, '');
+
+  if (route.endsWith('/index')) {
+    route = route.slice(0, -'/index'.length);
+  } else if (route === 'index') {
+    route = '';
+  }
+
+  return route;
+}
+
+function publicUrlFor(route) {
+  return route ? `${publicBaseUrl}${route}` : publicBaseUrl;
+}
+
+function titleFor(content, frontmatter, relativePath) {
+  if (frontmatter.title) {
+    return frontmatter.title;
+  }
+
+  const heading = content.match(/^#\s+(.+)$/m);
+  if (heading) {
+    return heading[1].trim();
+  }
+
+  return path.basename(relativePath, path.extname(relativePath));
+}
+
+function isCodeReference(relativePath) {
+  const normalized = relativePath.replace(/\\/g, '/');
+
+  return (
+    normalized.startsWith('developer/') ||
+    normalized.startsWith('addons/superdav-ai-agent/') ||
+    normalized.startsWith('addons/gratis-ai-agent/') ||
+    /\/hooks\//.test(normalized)
+  );
+}
+
+function recordFor(filePath) {
+  const relativePath = path.relative(docsDir, filePath).replace(/\\/g, '/');
+  const content = fs.readFileSync(filePath, 'utf8');
+  const frontmatter = extractFrontmatter(content);
+  const route = routeFor(relativePath);
+
+  return {
+    id: `docs:${route || 'index'}`,
+    path: relativePath,
+    title: titleFor(content, frontmatter, relativePath),
+    route: publicUrlFor(route),
+    url: publicUrlFor(route),
+    locale: 'en',
+    metadata: {
+      path: relativePath,
+      route,
+      source: 'docusaurus',
+      code_reference: isCodeReference(relativePath),
+    },
+    content,
+  };
+}
+
+function writeJsonl(filePath, records) {
+  fs.writeFileSync(
+    filePath,
+    `${records.map((record) => JSON.stringify(record)).join('\n')}\n`,
+    'utf8'
+  );
+}
+
+fs.mkdirSync(outputDir, {recursive: true});
+
+const records = listMarkdownFiles(docsDir).map(recordFor);
+const codeReferenceRecords = records.filter((record) => record.metadata.code_reference);
+
+writeJsonl(docsManifestPath, records);
+writeJsonl(codeManifestPath, codeReferenceRecords);
+
+console.log(`Wrote ${records.length} docs records to ${path.relative(rootDir, docsManifestPath)}`);
+console.log(`Wrote ${codeReferenceRecords.length} code-reference records to ${path.relative(rootDir, codeManifestPath)}`);
diff --git a/src/theme/Root.js b/src/theme/Root.js
new file mode 100644
index 0000000000..4a4bd39ac9
--- /dev/null
+++ b/src/theme/Root.js
@@ -0,0 +1,45 @@
+import React, {useEffect} from 'react';
+
+const API_BASE = 'https://ultimatemultisite.com/wp-json/sd-ai-agent/v1';
+const SCRIPT_SRC = 'https://ultimatemultisite.com/app/plugins/superdav-ai-agent/build/embed-widget.js';
+const STYLE_HREF = 'https://ultimatemultisite.com/app/plugins/superdav-ai-agent/build/style-embed-widget.css';
+const SCRIPT_ID = 'ums-docs-assistant-script';
+const STYLE_ID = 'ums-docs-assistant-style';
+
+function appendAssistantStylesheet() {
+  if (document.getElementById(STYLE_ID)) {
+    return;
+  }
+
+  const stylesheet = document.createElement('link');
+  stylesheet.id = STYLE_ID;
+  stylesheet.rel = 'stylesheet';
+  stylesheet.href = STYLE_HREF;
+  document.head.appendChild(stylesheet);
+}
+
+function appendAssistantScript() {
+  if (document.getElementById(SCRIPT_ID)) {
+    return;
+  }
+
+  const script = document.createElement('script');
+  script.id = SCRIPT_ID;
+  script.src = SCRIPT_SRC;
+  script.defer = true;
+  script.dataset.apiBase = API_BASE;
+  script.dataset.embedId = 'ums-docs';
+  script.dataset.theme = document.documentElement.dataset.theme || 'light';
+  script.dataset.locale = document.documentElement.lang || 'en';
+  script.dataset.greeting = 'Ask me about Ultimate Multisite docs.';
+  document.body.appendChild(script);
+}
+
+export default function Root({children}) {
+  useEffect(() => {
+    appendAssistantStylesheet();
+    appendAssistantScript();
+  }, []);
+
+  return <>{children}</>;
+}