Jessi Brooks is the General Counsel and Chief Compliance Officer of Ribbit Capital, a fintech and crypto venture firm backing the infrastructure of the financial system. A former U.S. federal prosecutor turned crypto investor and operator, Jessi brings an enforcement lens to some of the hardest questions at the intersection of financial regulation, DeFi market structure, and emerging technology. At Ribbit, she leads legal strategy, regulatory diligence, and compliance across a portfolio spanning payments, AI, and digital assets. She conducts deep regulatory risk assessments, engages policymakers, and helps founders navigate the gap between how regulators think these systems work and how they actually do. She is co-host of DEX in the City, an Unchained podcast covering crypto law, markets, and policy for an audience of builders, investors, and regulators who value clarity over hype. Focused on making on-chain activity safer than legacy rails, Jessi works at the frontier where programmable compliance meets regulatory reality.