A content experiment

The Dialogue: Ask me anything.

Eighteen years of writing — chat away.

18 years ago I wanted to become a writer, so I started writing. Three careers later, AI is changing everything.

AI runs on content. I happen to have a lot of it.

I wanted to learn how all this stuff actually works, so I took everything I'd written and built a RAG interface on top of it. Ask anything.

10 sources · 1,177 posts · ~640,000 words.

The sources:

  • A now-defunct personal-finance blog that only existed as a SQL backup
  • A Time Out Chicago cover story
  • Four pieces pulled from the Wayback Machine
  • A bunch of posts from various WordPress and Blogger sites

Every query routes through five different models — one to rewrite the question, one to embed it, one to search, one to re-rank, one to answer. Each picked for what it's best at.

Try it.

Try it

This demo is private.

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RAG · Vector search + LLM · 6 sources

The Dialogue.

Eighteen years of writing, indexed.

Ask anything about the writing. Follow-up questions welcome.
Q.