Today, Hunter is joined by Chesa Boudin, the former District Attorney of San Francisco, to discuss his transition from public defender to prosecutor and the challenges he faced in trying to make systemic change. He shares examples of cases where he felt limited in his ability to create meaningful impact as a public defender, leading him to pursue a career in prosecution. Boudin also discusses the difficulties of implementing progressive policies within a prosecutor’s office, including the resistance from the old guard and the limitations imposed by labor rules. They highlight how police departments and unions can undermine democracy at the local level and the challenges faced by progressive prosecutors. The discussion also touches on the difficulty of messaging and getting voters on board with criminal justice reform.