diff --git a/docs/docs/ai-friendly-docs.md b/docs/docs/ai-friendly-docs.md
new file mode 100644
index 000000000..358ebec33
--- /dev/null
+++ b/docs/docs/ai-friendly-docs.md
@@ -0,0 +1,66 @@
+---
+sidebar_position: 90
+sidebar_label: AI-Friendly Docs
+title: AI-Friendly Documentation
+---
+
+# AI-Friendly Documentation
+
+Endive documentation is designed to be easily consumed by LLMs, AI agents, and developer tools. All machine-readable files are auto-generated at build time from the same source as the human-facing site, using the [llms.txt specification](https://llmstxt.org/).
+
+## Available Endpoints
+
+| Endpoint | Description |
+|----------|-------------|
+| [`/llms.txt`](https://endive.run/llms.txt) | Lightweight index of all docs and blog posts with one-line descriptions |
+| [`/llms-full.txt`](https://endive.run/llms-full.txt) | Full documentation content concatenated into a single file |
+| [`/sitemap.xml`](https://endive.run/sitemap.xml) | Standard sitemap for crawler discovery |
+| [`/robots.txt`](https://endive.run/robots.txt) | Permits all crawlers including AI agents |
+
+Every documentation page also has a **raw Markdown** version available by appending `.md` to its path. For example:
+
+- HTML: [`/docs/core/host-functions`](https://endive.run/docs/core/host-functions)
+- Markdown: [`/docs/core/host-functions.md`](https://endive.run/docs/core/host-functions.md)
+
+## Usage Examples
+
+### Feed Endive docs to an LLM in one shot
+
+Fetch `llms-full.txt` and include it in your prompt context:
+
+```bash
+curl -s https://endive.run/llms-full.txt | wc -c
+# ~86 KB — fits easily in any modern LLM context window
+```
+
+### Let an AI agent discover relevant pages
+
+An agent can fetch `llms.txt` first to find the right page, then fetch only that page's Markdown:
+
+```bash
+# 1. Fetch the index
+curl -s https://endive.run/llms.txt
+
+# 2. Fetch a specific page as clean Markdown
+curl -s https://endive.run/docs/core/host-functions.md
+```
+
+### Configure AI coding tools
+
+Many AI-powered development tools support `llms.txt` natively. Point them to `https://endive.run/llms.txt` to give them access to the full Endive documentation.
+
+## What Gets Included
+
+- All **documentation pages** covering installation, core concepts, compilation, WASI, security, and more
+- All **published blog posts**
+- Content is cleaned: front matter and test harness comments are stripped, leaving only the documentation text
+
+These files are regenerated on every site build, so they always reflect the latest documentation.
+
+<!--
+```java
+//DEPS run.endive:docs-lib:999-SNAPSHOT
+
+docs.FileOps.writeResult("docs", "ai-friendly-docs.md.result", "empty");
+```
+-->
diff --git a/docs/package.json b/docs/package.json
index cbd2e569b..b05a08b8a 100644
--- a/docs/package.json
+++ b/docs/package.json
@@ -5,7 +5,7 @@
   "scripts": {
     "docusaurus": "docusaurus",
     "start": "docusaurus start",
-    "build": "docusaurus build",
+    "build": "docusaurus build && node scripts/generate-llm-files.mjs",
     "swizzle": "docusaurus swizzle",
     "deploy": "docusaurus deploy",
     "clear": "docusaurus clear",
diff --git a/docs/scripts/generate-llm-files.mjs b/docs/scripts/generate-llm-files.mjs
new file mode 100644
index 000000000..ceb639407
--- /dev/null
+++ b/docs/scripts/generate-llm-files.mjs
@@ -0,0 +1,257 @@
+import { readFileSync, writeFileSync, mkdirSync, readdirSync, statSync, existsSync } from 'fs';
+import { join, dirname, relative, basename, extname } from 'path';
+
+const DOCS_DIR = join(import.meta.dirname, '..', 'docs');
+const BLOG_DIR = join(import.meta.dirname, '..', 'blog');
+const BUILD_DIR = join(import.meta.dirname, '..', 'build');
+const BASE_URL = 'https://endive.run';
+const PROJECT_TITLE = 'Endive';
+const PROJECT_DESC = 'Endive is a JVM native WebAssembly runtime with zero native dependencies, hosted by the Bytecode Alliance.';
+
+function parseFrontMatter(content) {
+  const match = content.match(/^---\n([\s\S]*?)\n---\n([\s\S]*)$/);
+  if (!match) return { meta: {}, body: content };
+
+  const meta = {};
+  for (const line of match[1].split('\n')) {
+    const kv = line.match(/^(\w[\w_-]*)\s*:\s*(.+)$/);
+    if (kv) {
+      let val = kv[2].trim();
+      if (val === 'true') val = true;
+      else if (val === 'false') val = false;
+      else if (/^\d+$/.test(val)) val = parseInt(val, 10);
+      else val = val.replace(/^['"]|['"]$/g, '');
+      meta[kv[1]] = val;
+    }
+  }
+  return { meta, body: match[2] };
+}
+
+function stripHtmlComments(content) {
+  return content.replace(/<!--[\s\S]*?-->/g, '');
+}
+
+function cleanContent(content) {
+  const { body } = parseFrontMatter(content);
+  let cleaned = stripHtmlComments(body);
+  cleaned = cleaned.replace(/\n{3,}/g, '\n\n');
+  return cleaned.trim() + '\n';
+}
+
+function extractDescription(body) {
+  const lines = stripHtmlComments(body).split('\n');
+  for (const line of lines) {
+    const trimmed = line.trim();
+    if (!trimmed) continue;
+    if (trimmed.startsWith('#')) continue;
+    if (trimmed.startsWith(':::')) continue;
+    if (trimmed.startsWith('![')) continue;
+    if (trimmed.startsWith('```')) continue;
+    let desc = trimmed.replace(/\[([^\]]+)\]\([^)]+\)/g, '$1');
+    if (desc.length > 120) desc = desc.slice(0, 117) + '...';
+    return desc;
+  }
+  return '';
+}
+
+function findMarkdownFiles(dir) {
+  const results = [];
+  for (const entry of readdirSync(dir)) {
+    const full = join(dir, entry);
+    if (statSync(full).isDirectory()) {
+      results.push(...findMarkdownFiles(full));
+    } else if (extname(entry) === '.md') {
+      results.push(full);
+    }
+  }
+  return results;
+}
+
+function getCategoryPosition(filePath) {
+  const catFile = join(dirname(filePath), '_category_.yml');
+  if (!existsSync(catFile)) return 0;
+  const content = readFileSync(catFile, 'utf8');
+  const match = content.match(/position:\s*(\d+)/);
+  return match ? parseInt(match[1], 10) : 999;
+}
+
+function getDocEntries() {
+  const files = findMarkdownFiles(DOCS_DIR);
+  const entries = [];
+
+  for (const file of files) {
+    const content = readFileSync(file, 'utf8');
+    const { meta, body } = parseFrontMatter(content);
+    const relPath = relative(DOCS_DIR, file);
+
+    let urlPath;
+    if (relPath === 'index.md') {
+      urlPath = '/docs/';
+    } else if (basename(file) === 'index.md') {
+      urlPath = '/docs/' + dirname(relPath) + '/';
+    } else {
+      urlPath = '/docs/' + relPath.replace(/\.md$/, '');
+    }
+
+    entries.push({
+      file,
+      relPath,
+      urlPath,
+      title: meta.title || meta.sidebar_label || basename(file, '.md'),
+      sidebarPosition: meta.sidebar_position || 999,
+      categoryPosition: relPath === 'index.md' ? -1 : getCategoryPosition(file),
+      description: extractDescription(body),
+      content,
+    });
+  }
+
+  entries.sort((a, b) => {
+    if (a.categoryPosition !== b.categoryPosition) return a.categoryPosition - b.categoryPosition;
+    return a.sidebarPosition - b.sidebarPosition;
+  });
+
+  return entries;
+}
+
+function getBlogEntries() {
+  if (!existsSync(BLOG_DIR)) return [];
+  const files = readdirSync(BLOG_DIR)
+    .filter(f => extname(f) === '.md')
+    .map(f => join(BLOG_DIR, f))
+    .sort()
+    .reverse();
+
+  const entries = [];
+  for (const file of files) {
+    const content = readFileSync(file, 'utf8');
+    const { meta, body } = parseFrontMatter(content);
+    if (meta.unlisted) continue;
+
+    const slug = meta.slug || basename(file, '.md').replace(/^\d{4}-\d{2}-\d{2}-/, '');
+    entries.push({
+      file,
+      urlPath: '/blog/' + slug,
+      title: meta.title || slug,
+      description: extractDescription(body),
+      content,
+    });
+  }
+  return entries;
+}
+
+function generateLlmsTxt(docEntries, blogEntries) {
+  const lines = [
+    `# ${PROJECT_TITLE}`,
+    '',
+    `> ${PROJECT_DESC}`,
+    '',
+    '## Docs',
+    '',
+  ];
+
+  for (const entry of docEntries) {
+    lines.push(`- [${entry.title}](${BASE_URL}${entry.urlPath}): ${entry.description}`);
+  }
+
+  if (blogEntries.length > 0) {
+    lines.push('', '## Blog', '');
+    for (const entry of blogEntries) {
+      lines.push(`- [${entry.title}](${BASE_URL}${entry.urlPath}): ${entry.description}`);
+    }
+  }
+
+  lines.push('', '## Optional', '');
+  lines.push(`- [llms-full.txt](${BASE_URL}/llms-full.txt): Full documentation content in a single file`);
+  lines.push('');
+
+  return lines.join('\n');
+}
+
+function generateLlmsFullTxt(docEntries, blogEntries) {
+  const sections = [
+    `# ${PROJECT_TITLE}`,
+    '',
+    `> ${PROJECT_DESC}`,
+    '',
+  ];
+
+  for (const entry of docEntries) {
+    sections.push('---', '');
+    sections.push(`## ${entry.title}`);
+    sections.push('');
+    sections.push(cleanContent(entry.content));
+  }
+
+  for (const entry of blogEntries) {
+    sections.push('---', '');
+    sections.push(`## Blog: ${entry.title}`);
+    sections.push('');
+    sections.push(cleanContent(entry.content));
+  }
+
+  return sections.join('\n');
+}
+
+function copyCleanedMarkdown(docEntries) {
+  for (const entry of docEntries) {
+    const outPath = join(BUILD_DIR, 'docs', entry.relPath);
+    mkdirSync(dirname(outPath), { recursive: true });
+    writeFileSync(outPath, cleanContent(entry.content), 'utf8');
+  }
+}
+
+function docUrlToHtmlPath(entry) {
+  const rel = entry.relPath;
+  if (rel === 'index.md') {
+    return join(BUILD_DIR, 'docs', 'index.html');
+  }
+  if (basename(rel) === 'index.md') {
+    return join(BUILD_DIR, 'docs', dirname(rel), 'index.html');
+  }
+  return join(BUILD_DIR, 'docs', rel.replace(/\.md$/, ''), 'index.html');
+}
+
+function injectAlternateLinks(docEntries) {
+  let injected = 0;
+  for (const entry of docEntries) {
+    const htmlPath = docUrlToHtmlPath(entry);
+    if (!existsSync(htmlPath)) {
+      console.warn(`  warn: HTML not found: ${htmlPath}`);
+      continue;
+    }
+
+    const mdUrl = '/docs/' + entry.relPath;
+    const linkTag = `<link rel="alternate" type="text/markdown" href="${mdUrl}">`;
+    let html = readFileSync(htmlPath, 'utf8');
+
+    if (html.includes('rel="alternate" type="text/markdown"')) continue;
+
+    html = html.replace('</head>', `${linkTag}</head>`);
+    writeFileSync(htmlPath, html, 'utf8');
+    injected++;
+  }
+  return injected;
+}
+
+console.log('Generating LLM-friendly files...');
+
+const docEntries = getDocEntries();
+const blogEntries = getBlogEntries();
+
+console.log(`  Found ${docEntries.length} doc pages, ${blogEntries.length} published blog posts`);
+
+const llmsTxt = generateLlmsTxt(docEntries, blogEntries);
+writeFileSync(join(BUILD_DIR, 'llms.txt'), llmsTxt, 'utf8');
+console.log(`  Generated llms.txt (${llmsTxt.length} bytes)`);
+
+const llmsFullTxt = generateLlmsFullTxt(docEntries, blogEntries);
+writeFileSync(join(BUILD_DIR, 'llms-full.txt'), llmsFullTxt, 'utf8');
+console.log(`  Generated llms-full.txt (${llmsFullTxt.length} bytes)`);
+
+copyCleanedMarkdown(docEntries);
+console.log(`  Copied ${docEntries.length} cleaned .md files`);
+
+const injected = injectAlternateLinks(docEntries);
+console.log(`  Injected ${injected} <link rel="alternate"> tags`);
+
+console.log('Done.');
diff --git a/docs/static/robots.txt b/docs/static/robots.txt
new file mode 100644
index 000000000..31ba5473d
--- /dev/null
+++ b/docs/static/robots.txt
@@ -0,0 +1,4 @@
+User-agent: *
+Allow: /
+
+Sitemap: https://endive.run/sitemap.xml
diff --git a/docs/tests/approvals/docs-ai-friendly-docs.md.approved.txt b/docs/tests/approvals/docs-ai-friendly-docs.md.approved.txt
new file mode 100644
index 000000000..c6cac6926
--- /dev/null
+++ b/docs/tests/approvals/docs-ai-friendly-docs.md.approved.txt
@@ -0,0 +1 @@
+empty