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Michael O'Brien

Managing Partner

Washington DC-Baltimore Area · 1 connection

Síol Venture Capital

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About

I am the Founder and Managing Partner of Síol Venture Capital, a pre-seed fund built on a simple thesis: regulation is not a risk—it is a source of alpha. We invest in startups operating in heavily regulated markets before regulatory clarity, when opportunity is mispriced and competition is limited. While others wait for policy to settle, we help founders navigate and shape it—creating durable advantages that are difficult to replicate. At Síol, I invest with a focus on where policy creates asymmetric opportunity: >I invest 2–5 years before regulatory clarity, when risk is mispriced and competition is limited >I treat legislative and regulatory developments as predictive signals for market inflection points >I underwrite regulatory risk directly, unlocking opportunities others cannot price >I help founders turn regulatory complexity into a durable competitive advantage Before Síol, I spent 25+ years in government relations, advising companies across Congress, federal agencies, and 40+ states on how policy decisions shape market outcomes. That experience became the foundation for my investment approach: treating regulatory change as a predictive signal—and investing ahead of it.

Experience

Managing PartnerSíol Venture Capital
Jul 2024
Managing PrincipalMOB Advocacy Government Relations
Sep 2011
Executive Vice PresidentBillTrack50
Nov 2022 to Dec 2025
AdvisorFollow My Vote
Jul 2020 to Sep 2025
Investor & AdvisorAlly Power Inc
Feb 2020 to Feb 2022
Entrepreneur In ResidenceFedTech
Sep 2019 to Nov 2019
Director, State RelationsRISE (Responsible Industry for a Sound Environment)
Oct 2010 to Aug 2011
Communications SpecialistUSAID
Dec 2008 to Jul 2010
Director, Grassroots & Political ActionMolina Healthcare
Sep 2007 to Aug 2008
Director, State RelationsThe Washington Center
Jun 2005 to Sep 2007
Public Policy CoordinatorNCCJ - The National Conference for Community & Justice
Nov 2002 to May 2005
Assistant Director, Law Alumni RelationsGeorgetown Law
Dec 1999 to Nov 2002

Education

SUNY Brockport
BS, Political Science
1988 to 1992