In Episode 6 ofLife After Politics, Roberto Maldonado sits down with James Cappleman, former Alderman of Chicago’s 46th Ward, for an in-depth conversation about his unlikely path into politics. James reflects on his early hesitations about a political career and how his diverse background in teaching, social work, and ministry shaped his perspective. He shares the pivotal moments that led him to view government as a vital platform to create meaningful change in his community. With personal stories and valuable insights, this episode offers a unique look at the intersection of service, faith, and public leadership.

In Episode 5 of Life After Politics, Roberto Maldonado sits down with his former colleague, Rod Sawyer, the former Alderman of Chicago’s 6th Ward, for a gripping conversation. They delve into their first eye-opening experiences with government, pull back the curtain on the messy world of city bureaucracy, and tackle the urgent issue of gentrification – a force rapidly reshaping Chicago in ways no one expected. This is a must-listen for anyone curious about the real challenges behind the city's changing landscape.

In Episode 4 of Life After Politics, former Alderman Roberto Maldonado sits down with Tom Tunney, former Alderman of the 44th Ward to reflect on his remarkable journey from businessman to trailblazing public servant. As the first openly gay alderman in Chicago’s history, Tunney shares insights into the impact he made in City Council and the highlights of his career, offering a candid look at his legacy and the challenges he faced along the way. Tune in for this episode's riveting conversation on leadership, change, and progress.