/People

Ryan Letzeiser

InvestorFounder

Founder at Obie

Greater Chicago Area

FoundedObie · YC

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About

Ryan Letzeiser is the Co-Founder and CEO of Obie, an MGA, program administrator, and insurance distribution platform focused on property and casualty coverage in the E&S market, which was acquired by the Baldwin Group (BWIN) in January 2026. He previously worked at Hudson Capital Investments and as an Investment Analyst at Ram Real Estate, and runs an investment and consulting firm, MAC Properties, advising on single-family and multifamily deals in the Southeast and Midwest. He holds a Master's degree in Architecture from Clemson University and a Bachelor's degree from Michigan State University.

Founder at ObieYC S19

Intro paths

YC

Ryan went through Y Combinator (Summer 2019) — any YC alum in your network can reach them through the YC community.

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In turn, Ryan can intro founders to Obie's investors below.

Co-founders at Obie

Investments

Investor

HOAi

Per curated public sources.

Frequently asked questions

Who is Ryan Letzeiser?
Ryan Letzeiser is the Co-Founder and CEO of Obie, an MGA, program administrator, and insurance distribution platform focused on property and casualty coverage in the E&S market, which was acquired by the Baldwin Group (BWIN) in January 2026. He previously worked at Hudson Capital Investments and as an Investment Analyst at Ram Real Estate, and runs an investment and consulting firm, MAC Properties, advising on single-family and multifamily deals in the Southeast and Midwest. He holds a Master's degree in Architecture from Clemson University and a Bachelor's degree from Michigan State University.
Where does Ryan Letzeiser work?
Ryan Letzeiser is Founder of Obie.
What companies did Ryan Letzeiser found?
Ryan Letzeiser founded Obie.
What companies has Ryan Letzeiser invested in?
Investments tracked here include HOAi.

Founder mafias

About this profile. Compiled from public sources — Obie's own website and public professional profiles — and summarised by Fundraising Fox; every fact is kept with where it came from. Spotted an error, or would rather not be listed? Email privacy@fundraisingfox.com · How we build profiles · Your rights