Richard Bronson’s story starts on Wall Street, moves through Stratton Oakmont and federal prison, and eventually becomes a mission to help people coming out of incarceration rebuild their lives. In this episode of _At Work, Under Pressure_, Jessi Beyer sits down with Richard Bronson, founder of Commissary Club and 70 Million Jobs, to talk about The Real Wolf of Wall Street, white-collar crime, guilt, prison, humility, reentry, fair-chance hiring, AI, employment barriers, and what it means to build something useful after losing almost everything. Richard shares how he became a partner at Stratton Oakmont, why he knowingly stayed in a criminal environment, what prison taught him about humility, and how he later built technology to help people with criminal records access jobs. He also explains why employers need to stop treating fair-chance hiring as charity and start understanding it as a business case, especially when retention, loyalty, and workforce access are on the line. In this episode, Jessi and Richard discuss: • How Richard became involved with Stratton Oakmont and the culture behind The Wolf of Wall Street • Why money, status, camaraderie, and ego can pull people into unethical environments • What cognitive dissonance feels like when someone knows they are doing wrong • How prison changed Richard’s life and gave him a dose of humility • Why employment is one of the biggest barriers to successful reentry • How fair-chance hiring shifted when employers saw the business case, not just the moral case • How Commissary Club uses AI to help people navigate job applications, housing, benefits, and bureaucracy This episode is for HR leaders, workforce development professionals, reentry organizations, criminal justice reform advocates, employers, founders, social impact leaders, and anyone interested in what second chances actually require. Because redemption is not just about telling people to do better. It is about removing the systems barriers that keep them stuck.