Answerability Watchdog

Create an automated “AI answer rot” monitor for small SaaS documentation. A founder enters their docs URL and a handful of important customer questions; the tool periodically checks whether the current documentation still answers those questions clearly, detects dead links or contradictory pages, and drafts a concise repair brief. The creative differentiator: it tracks answerability, not merely SEO or uptime. This is valuable as AI chatbots, search snippets, and support agents increasingly rely on docs that quietly become stale. Day 1 MVP: accept a sitemap or a few URLs, crawl the text, run rule-based checks for broken links, stale dates, and question-to-page keyword coverage, then email a weekly report. Add LLM-based answer scoring later using a customer-provided API key, so early operating cost remains zero. Monetize monitoring frequency, more sites/questions, Notion/Slack delivery, and changelog-aware alerts. Free stack: Cloudflare Workers/Cron, Cloudflare D1 or Supabase free tier, Playwright/Cheerio, and Resend’s free email tier.