In this special episode, Sherwin sits down with former Milwaukee Alderman Joe Davis Sr. for a candid and wide-ranging conversation about what’s next—for the city, for leadership, and for the future of Black communities in Milwaukee. From economic development to civic engagement, Davis shares fresh insights, hard-earned wisdom, and bold ideas on how to move Milwaukee forward. It’s a thoughtful, forward-looking dialogue between two voices deeply rooted in the city’s past and committed to its future.