1/23/26 11AM: The Milwaukee Experience

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1/23/26 11AM: The Milwaukee Experience

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Hour 3 begins with the launch of The Milwaukee Experience, Sherwin’s new partnership with Visit Milwaukee, where he highlights some of his favorite spots around the city and previews upcoming interviews with local business leaders. Bob and Al call in, adding humor and their own takes on the segment. Sherwin then shifts to dating, explaining why dinner isn’t his preferred first date and why getting to know someone through conversation first makes more sense—especially with the expectations placed on men. The hour turns serious as Sherwin argues that racism hasn’t disappeared, it has simply evolved, and that those who appear “nice” can sometimes be the most harmful. He closes by breaking down why the U.S. lacks universal healthcare, pointing to systems intentionally designed to limit Black progress, extending that argument to education and asserting that MPS is operating exactly as it was built to.

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