Chris Cangero: Formatting Legal Documents Through AI and MCP
Chris Cangero, Co-founder at DocStyle, speaks with David Woolstencroft at ILTACON 2026 about DocStyle AI, connecting document tools to an LLM through an MCP server, and the future of document formatting.
About this episode
What if you could format a legal document just by asking? At ILTACON 2026, David Woolstencroft sat down with Chris Cangero, co-founder of DocStyle, who has spent 25 years in legal tech. He grew up with Wang terminals in the family garage, and he and co-founder Adrian Bailey have now bootstrapped the business for almost 17 years.
Key takeaways
• DocStyle AI connects DocStyle's mature document tools to the LLM of your choice through an MCP server.
• The first attempt to build AI into the product was scrapped after three months and restarted.
• The LLM now handles the conversation while DocStyle's deterministic tools do the precise work.
• Users can ask for something like styling a document in a house template with a table of contents using level one headings only, without knowing which button to press.
• Firms should free up word processing teams for the documents only they can fix, and let lawyers handle the other 80% themselves.
Explore more
Legal AI · Legal Tech Go-to-Market & Growth · ILTACON 2026