A senior operator at the seam of law, technology, and human ambition.

Olivia has built her practice inside the institutions shaping modern commerce and technology, from Fortune 25 companies and pre-IPO startups to federal government service and a top-tier Vault law firm. Her work focuses on regulatory strategy and engagements, payments, fintech, digital assets, licensing and market expansion, government affairs and lobbying, and complex commercial negotiations.

She advises leadership teams navigating consequential decisions in highly regulated environments. Whether helping a company secure licenses, engage with regulators, enter new markets, shape public policy, negotiate critical commercial relationships, or resolve disputes involving financial infrastructure providers, Olivia translates legal and regulatory complexity into clear, actionable business strategy.

Her approach is grounded in a simple principle: leaders need clarity, not noise. She helps organizations understand the spectrum of risk, evaluate tradeoffs, and make informed, intentional decisions that align with their objectives. Drawing on experience across government, technology, financial services, and emerging industries, she is particularly effective in situations where the law is evolving, the stakes are high, and the path forward is not immediately obvious.

Alongside her legal practice, Olivia writes and speaks on the topics many ambitious professionals navigate quietly: class mobility, identity, ADHD, motherhood, ambition and its costs, burnout beneath high performance, and the challenge of building a life on one's own terms. She is the founder of Classtronaut, a platform for people engineering their next chapter without apology.

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