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.
→
In turn, Ryan can intro founders to Obie's investors below.
Obie's investors · 7
Co-founders at Obie
AL
Aaron LetzeiserFounder
Experience
- ObieCo-Founder & CEO (YC S19) - Acquired Jan 2026 (BWIN - Nasdaq)current2018 — presentChicago, Illinois, United States
- MAC PropertiesManaging Membercurrent2015 — present
- Hudson Capital InvestmentsSr Investment Associate2011 — 2015Charleston, South Carolina Metropolitan Area
- Ram Real EstateCRE Development and Investment Analyst2010 — 2011Palm Beach Gardens Florida
- Clemson UniversityGraduate Assistant2008 — 2010Clemson, SC
- Dyanmic Edge incBusiness Development & Sales2006 — 2008Ann Arbor, Mi
- C and L Ground DesignsOwner2001 — 2007Novi, Mi
Skills & more
After EffectsPhotoshopIllustratorGithubHTMLCSSBootstrapFoundation FrameworkJavaScriptjQueryNode.jsAngularJS
+12 more
DispositionsManagementTake-offsReal Estate DevelopmentFinancial AnalysisCommercial Real EstateStart-upsFinancial ModelingConstruction ManagementInvestmentsMarket AnalysisDue DiligenceLanguages Spanish
- Alternative Investment Analyst (CAIA Level 1) — CAIA
- LEED Green Associate — USGBC
From Ryan's professional profile.
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.
- Where did Ryan Letzeiser go to school?
- Ryan Letzeiser studied at Y Combinator (S-19 class - The best startup incubator in the world.); Clemson University ((Masters) First Professional Degree, Architecture - MRED Masters in Real Estate Development); Michigan State University (Bachelor of Science (B.S.)).
Same school
Also attended Y Combinator2,000
Tarek MansourCo-founder & CEO of KalshiSuhail DoshiFounder of Mixpanel; founder of ParticleSubomi OluwalanaCo-founder & CEO of ConvoyArhaan A.Deeptech Fellow at Clear VenturesMaroof AhmedFounder at Octopus VenturesCollin WallaceGeneral Partner at Lobby Capital
+ 1,994 more
Also attended Clemson University60
Satish DharmarajManaging Director at Redpoint VenturesJustin LedbetterChief Operating Officer, Marlan Space at Cortado VenturesFrank IhleAssociate, Valuation & Portfolio Analytics at JMI EquityConnor WallenhorstVice President, Valuation & Portfolio Analytics at JMI EquityEvan KesslerLead Software Engineer at PeakSpan Capital PartnersStewart WhitmireSenior Vice President, Atlantic Packaging at New Earth Ventures
+ 54 more
Also attended Michigan State University152
Sumant MandalCo-Founder & Managing Partner at March Capital PartnersJay W. SchmelterCo-founder of RiverVest Venture Partners, funding and founding life science companiesSteve HoltzmanBio Advisor at Amplify PartnersKevin NovakFounder at Rackhouse Venture Management LpJim KirkwoodChief Science & Technology Development Officer/VP GTECH (Retired) at General Mills at Emerald Technology Ventures AgTamara SteffensManaging Director at Thomson Reuters Ventures
+ 146 more
Shared employers
Also worked at Obie1
Also worked at Clemson University8
Trevor ZimmermanCo-Founder and Managing Partner at UnlessMatt JohnsonManaging Partner at Johnson Venture PartnersMatt DunbarCo-Founder & Managing Director at VentureSouthA'nna KellySenior Associate at Duke Capital PartnersGabriele PozzatoFounder at Iron GridHampton Smith, Ph.D.Founder at Bandwagonfanclub
+ 2 more