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Chestnut

YC X25

San Francisco, US · Founded 2025 · 2 employees · Hiring · 4 known investors

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Chestnut Mortgage uses AI to automate document review, loan processing, and comparisons to reduce costs and timelines for residential mortgage borrowers. The company operates as a licensed mortgage lender in Texas and Colorado, typically closing loans in 2-3 weeks with rates approximately 0.5% lower than industry standards.

Also known as Detta, Inc. · Detta

AI & Machine LearningFintechPropTechReal EstateConsumerAIUnited States of AmericaAmerica / Canada

Founders & leadership· Y Combinator alumni (X25)

Chestnut was founded in 2025 by Spencer Brown.

SBSpencer Brown
Spencer BrownFounder2025–2026Spencer Brown previously built a mortgage lending system that processed 2% of annual US mortgages. He has worked as an engineer at multiple early-stage startups and is now building an AI-driven mortgage lending platform.

Investors · 4

Neer Venture Partnerslisted by Neer Venture Partners$100K – $500K
Olive Tree Capitallisted by Olive Tree CapitalBoston

How we know: Olive Tree Capital's portfolio page · the VCSheet dataset · Y Combinator's founder network · Not right? Tell us

Unpopular VenturesreportedMiami · $100K – $500K

How we know: Y Combinator's founder network · Not right? Tell us

Related companies · 9

HOMLIHOMLI provides software that allows homeowners to list and sell residential properties without hiring traditional real estate agents.
TrustyTrusty operates a network that connects real estate agents with unlisted properties and potential buyers, enabling off-market deals between homeowners and agent-facilitated transactions.
LoftyLofty is a platform for fractional ownership of U.S. real estate, allowing investors to buy shares in rental properties and access educational resources about real estate investing. The platform serves individual real estate investors and provides marketplace functionality for property share trading.
SoFiSoFi Technologies is a digital personal-finance company offering student and personal loans, mortgages, investing, banking and credit cards through one app; it went public on the Nasdaq in 2021 via SPAC.
hypcloudA platform that helps property owners and investors obtain commercial real estate financing through an online brokerage interface.
Own UpOwn Up is a mortgage advisory platform that uses technology to help homebuyers evaluate lenders, understand affordability, and compare loan offers. The company serves consumers seeking mortgages or refinancing options with transparent, objective guidance aligned with their interests rather than the lender's.
UpEquityUpEquity provides real estate services that help homeowners buying and selling simultaneously by unlocking equity and removing contingencies to enable competitive offers. The company serves residential homeowners in the United States.
ChaseA wealth management and investing service (J.P. Morgan Wealth Management via Chase) offering self-directed brokerage accounts with commission-free online trades as well as one-on-one advisor services, financial planning tools, and retirement accounts. It serves individual retail investors ranging from beginners to experienced investors in the United States.
LendEDULendEDU publishes educational resources and comparative reviews to help consumers make informed financial decisions about loans, mortgages, and other financial products. The company earns revenue from affiliate partnerships with financial service providers featured on its platform.

Companies working in the same space as Chestnut.

Legal entities · 1

corporate structure
Detta, Inc.

In the news

Chestnut, the first AI mortgage lenderycombinator.com · May 2025

Frequently asked questions

What does Chestnut do?
Chestnut Mortgage uses AI to automate document review, loan processing, and comparisons to reduce costs and timelines for residential mortgage borrowers. The company operates as a licensed mortgage lender in Texas and Colorado, typically closing loans in 2-3 weeks with rates approximately 0.5% lower than industry standards.
Who founded Chestnut?
Chestnut was founded by Spencer Brown in 2025.
Who are Chestnut's investors?
Chestnut's investors include Y Combinator, Neer Venture Partners, Olive Tree Capital, Unpopular Ventures.
Where is Chestnut headquartered?
Chestnut is headquartered in San Francisco, US.