
From Irishjobs.com to OppFi's public listing and NinjaTrader's $1.5 billion combination with Kraken, O'Reilly has kept returning to the same question: can growth be measured, diversified and made useful to the customer?

The Chicago executive rose from marketing associate to CMO inside one complicated data company. Her current challenge is elegantly simple: make its many businesses feel like one story.

A fantasy-sports checkout problem sent Daniel Lev down a payments rabbit hole. The result is Coinflow, a Chicago company trying to make a merchant's money move as quickly as a customer's click.

Edward Woodford is the co-founder and CEO of Zero Hash, the Chicago-based crypto and stablecoin infrastructure company that quietly powers digital-asset features inside Stripe, Interactive Brokers, Franklin Templeton, BlackRock and Shift4. A Goldman Sachs commodities alum who bought his first Bitcoin from an ATM as an MIT grad student, he built and sold a regulated derivatives venue before turning Zero Hash into a billion-dollar 'plumbing' business that has settled more than $45 billion in volume and onboarded over five million people to crypto.