What would it mean for Milwaukee to have a thriving Black entertainment district? In this episode, Sherwin explores the cultural, economic, and political possibilities of carving out a space that centers Black art, business, and community. With local entrepreneurs, city officials, and cultural leaders joining the conversation, we ask: is Milwaukee ready — and willing — to invest in Black excellence?

The conversation isn’t over. In this follow-up episode, Sherwin continues unpacking the vision, challenges, and momentum behind creating a Black entertainment district in Milwaukee. From city leadership to community voices, we bring new perspectives to the table and ask: what’s the next move — and who’s making it?

In this powerful and emotional episode, Sherwin unpacks the fatal police-involved shooting of Elijah Wilks — a young Black man whose name now joins a growing list of lives cut short under contentious and tragic circumstances. With raw honesty and thoughtful analysis, Sherwin dives into the known facts, the community’s response, and the broader implications on policing, race, and justice in America. Was this an act of necessary force or another avoidable tragedy? Through interviews, firsthand accounts, and personal reflection, Sherwin challenges listeners to confront the hard truths behind systemic failures — and what must change to prevent another name from becoming a hashtag.

Sherwin attempts — keyword: attempts — to unpack a serious topic this week… but the callers had other plans. What started as a thoughtful dive quickly spirals into conspiracy theories, unsolicited life advice. With biting sarcasm and barely concealed exasperation, Sherwin rides the chaos, trying (and failing) to steer the ship back on course.

In this unforgettable episode, Sherwin digs deep into the archives of embarrassment to share a story so cringey, he almost didn’t tell it. Spoiler: he told it — and yes, it’s as awkward (and hilarious) as you’re hoping. But things really go off the rails when Sherwin turns to producer Rick with the question:

“Would you give a man a lap dance for $80K?”

Sherwin drops knowledge with a deep dive into Black history, culture, and contributions that have shaped the world—but don’t always make the headlines. From hidden heroes to overlooked movements, Sherwin brings the receipts, the context, and the conversation. Whether you're brushing up on history or learning something new, this episode delivers facts with purpose and pride. Tune in for a real talk session that’s as informative as it is inspiring.

Sherwin dives into the latest list of top cities to visit—and why Milwaukee is finally getting the love it deserves. From its rich brewing history and vibrant arts scene to lakeside charm and hidden gems, Sherwin makes the case for why Milwaukee should be on your travel radar. Plus, we explore a few other surprising cities that made the list, what makes them special, and how they stack up against more traditional tourist hotspots. Whether you're planning your next weekend getaway or just love discovering overlooked cities, this one’s for you.

Sherwin is back with more powerful truths in Part 2 of the Black Facts series—digging even deeper into the untold stories, groundbreaking achievements, and cultural legacies that have shaped Black history around the globe. From revolutionary leaders to cultural milestones that redefined art, science, and politics, Sherwin connects the dots between the past and present. This episode isn’t just a history lesson—it’s a reclaiming of narrative, pride, and power. Tune in and keep the conversation going.

Sherwin deepens the conversation around the Black financial burden—looking beyond the Black Tax to examine the broader economic weight that many Black individuals and families continue to carry. From student loan debt and wage disparities to lack of access to generational wealth, credit inequality, and housing discrimination, Sherwin unpacks the layered systems that create and sustain financial hardship. With facts, history, and honest reflection, this episode asks the difficult questions: What does true economic equity look like? And what will it take to get there? Tune in for a powerful continuation of a conversation that’s long overdue.

Sherwin explores the concept of the “Black Tax”—the unspoken financial and emotional burden many Black professionals shoulder as they support not just themselves, but their families and communities. He breaks down the roots of this phenomenon, from generational wealth gaps to systemic inequality, and shares real-world data, personal stories, and hard truths about its impact on upward mobility, mental health, and financial freedom.