10/22/25 11AM Ticket to Ride

Sherwin takes on the City of Milwaukee’s controversial goal to issue over 500,000 parking tickets. Is it about traffic enforcement—or just another revenue stream? Sherwin digs into the numbers, the neighborhoods most affected, and the broader impact on working-class residents. From questions of equity and transparency to the deeper issue of how cities balance budgets on the backs of everyday people, this episode doesn’t hold back. Buckle up—it’s going to be a bumpy ride.