
He built the plumbing behind America's savings accounts - the 401(k)s, 529s and state programs most people never think about - by betting that the boring middle of finance was the biggest opportunity nobody wanted.
Jean Smart is the founder and CEO of Penelope, a New York fintech rebuilding the retirement recordkeeping layer for the small and micro-businesses Wall Street forgot. After a 20-plus year career as a financial-services executive at Charles Schwab, TD Ameritrade, Citigroup and UBS, she left a managing-director seat to build affordable, fully-digital 401(k) infrastructure for solopreneurs and mom-and-pop shops. The company, which she named after her daughter, launched in 2022 with a mission to put generational wealth-building within reach of the workers institutions have historically overlooked.