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San Francisco, CA, USAFounded 20252+ employeesPrivate
Seed· last: pre seed (Jun 2025)· 1 rounds
Backed by(1 investors)

Chestnut is the first AI mortgage lender. We automate 99% of human work with AI agents, saving customers 0.5%+ in interest. This is Spencer's second mortgage startup; the first processes 2% of US mortgages annually. So far, Chestnut is licensed in Texas and Colorado where we power purchases, refinances, cash-outs, and more.

Founders

YC P25

Hiring Pitch

Chestnut is the first AI mortgage lender. Our AI agents automate the mortgage process and save consumers 0.5%+ in interest.

Founder Spencer Brown’s last startup built software used by a top-10 mortgage lender to power $85B+ of loan volume and all aspects of loan processing. During that time he learned how AI could be used to automate the mortgage process and save consumers billions of dollars per year. Realizing that traditional lenders weren’t poised to adapt to AI, he founded Chestnut to challenge the $128B mortgage market head-on. So far, Chestnut is licensed in Texas and Colorado where we offer several different types of home loans.

We’re backed by Y Combinator, Olive Tree Capital (Uber, Postmates, Ramp), and other world-class investors, angels, and founders. The company was founded in January 2025 and recently completed YC X25.

Tech Stack

Our tech stack consists of TypeScript, React, Node, GraphQL, Apollo, Prisma, Render, Postgres, Redis, Retell, Google Gemini, OpenAI, and more.

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Open Positions at Chestnut (4 Jobs)

4 open · 1 remote · 7 filled

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