Susie Wiles Speaks Out: What Will Trump Say Tonight?

Steve Scaffidi and Kristin Brey welcome Milwaukee County Executive and Democratic gubernatorial candidate David Crowley to recap 2025 — including his relationship with the county board, the future of the Milwaukee County Transit System, and what happens if expected federal funding doesn’t come through. Crowley also shares how he balances governing with campaigning as he heads into a competitive primary. Steve and Kristin then break down White House Chief of Staff Susie Wiles’ unusually candid interviews about President Trump and preview what Trump might address in his nationwide speech that evening. In hour two, the hosts examine the House GOP rebellion forcing a vote to extend ACA subsidies, a sign that Republicans in purple districts are worried heading into the 2026 midterms. They also discuss declining social media usage and how it could reshape voter behavior. They wrap with Ask Us Anything, covering Kristin’s acting past, “Dead Internet Theory,” casino losses, and even cookies.