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Obie

Obie is a YC Summer 2019 (S19) company. Based in Chicago, IL, USA. Team of 120.

  • Real Estate
  • Insurance

About Obie

GPAgent's own fund-neutral profile, written from public information. Updated Oct 5, 2026.

Summary

Obie sells landlord and investment property insurance to real estate investors, landlords, property managers, and agents across the U.S. Its platform issues quotes and binds coverage in minutes, replacing the slow, manual process of working through traditional brokers. Obie also offers embedded insurance integrations for lenders, agents, and technology partners, letting those channels deliver coverage directly within their own workflows.

Business model

Premiums paid per policy, with coverage distributed directly to property owners and embedded through partner channels.

Go-to-market

Real estate investors and landlords get coverage through Obie's self-serve quote platform, while lenders, agents, and proptech platforms embed Obie's insurance via API or integration partnerships.

From the Y Combinator listing

How Obie describes itself in Y Combinator's public directory. Original listing (opens in a new tab)

Moving Investment Property Insurance Forward

Since 2017, Obie has simplified real estate investment insurance for landlords, property managers, agents, and investors across the U.S. With expert-backed coverage, intuitive tools, and embedded technology, Obie delivers fast, reliable insurance solutions designed to fit how real estate professionals work today. With $60 billion in coverage secured and $39 million in funding, Obie is redefining what insurance can do—for the people building the future of real estate

Facts

Industry
Real Estate and Construction / Real Estate and Construction -> Housing and Real Estate
Location
Chicago, IL, USA
Team size
120
Status
Active
Stage
Growth

Founders (2)

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