Overview
Obie is a Chicago insurtech, founded by brothers Aaron and Ryan Letzeiser and a 2019 graduate of Y Combinator, that helps landlords and rental property owners find and buy property insurance. Owners get instant quotes that can be bound once accepted, with a focus on small-to-medium apartment building owners, and Obie is available in all 50 states. It partners with landlord platforms such as Baselane and has helped insure more than USD 3 billion of property. Obie raised a USD 10.7 million Series A led by Battery Ventures.
Source: www.builtinchicago.org/articles/obie-raises-10m-series-a-hiring. Last checked 25 October 2026.
Written by PropAtlas from public information. Work at Obie? Claim this profile to correct or expand it.
Categories
Features
- Instant landlord insurance quotes
- Online policy purchase
- Rental and small apartment cover
- Portfolio policies
Best fit for
Obie suits rental investors who want landlord insurance quoted and bound online in minutes.
Integrations
Frequently asked questions
- What is Obie?
- Obie is a Chicago insurtech, founded by brothers Aaron and Ryan Letzeiser and a 2019 graduate of Y Combinator, that helps landlords and rental property owners find and buy property insurance. Owners get instant quotes that can be bound once accepted, with a focus on small-to-medium apartment building owners, and Obie is available in all 50 states. It partners with landlord platforms such as Baselane and has helped insure more than USD 3 billion of property. Obie raised a USD 10.7 million Series A led by Battery Ventures.
- Who is Obie built for?
- Obie suits rental investors who want landlord insurance quoted and bound online in minutes.
- What does Obie integrate with?
- Integrations recorded on PropAtlas: Baselane.
Industries served
UK markets
Security & certifications
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