No Entries

Sherwin pulls no punches in this raw, reflective podcast exploring the reality behind unhappy marriages—and why staying single might just be the smartest love story of all. From societal pressure to personal freedom, each episode unpacks stories of people who feel trapped, tied down, or just plain tired of the marital myth. Whether you’re single by choice or circumstance, Better Alone is your weekly reminder that peace of mind beats a broken heart every time.

It’s the last hour of the show, and Sherwin’s letting it breathe. No script, no filter — just a straight talk session covering whatever’s on his mind. From politics and pop culture to local headlines, internet foolishness, and whatever’s happening in the group chat, this is Sherwin in full form. Smart, sharp, and sometimes spicy, it’s the kind of hour that keeps you nodding, laughing, and maybe even yelling back at your speakers.

Sherwin calls out the language that too many adults use to describe boys — especially Black boys — as “young men” or “young adults” when they’re still just kids. He unpacks how this seemingly small shift in language feeds into dangerous narratives, strips children of their innocence, and contributes to harsher treatment in schools, the media, and the justice system.

In this episode of Case Files: Milwaukee, Sherwin reads and analyzes a newly filed criminal complaint involving a local Milwaukee school teacher accused of sexual misconduct. With careful attention to detail and sensitivity, Sherwin walks listeners through the allegations, legal language, and broader implications of the case. This is a factual, unflinching look at a troubling situation in our community.

Content warning: This episode discusses allegations of sexual misconduct and may not be suitable for all listeners.

Sherwin talks about white supremacy, Kanye West's relationship with his cousin, what the world was per all this technology and material possessions.

Sherwin goes over an article about what life was like in America in 1968.

SHERWIN TALKS ABOUT SEX EDUATION AND WHAT LIFE WAS LIKE IN 1968.

Sherwin breaks down the real difference between holding a title and holding it down. In this episode, he compares Milwaukee’s current Common Council President José Pérez with former President Marvin Pratt, highlighting how Pratt embodied true leadership, vision, and community accountability. From standing firm on principles to fighting for the people without compromise, Sherwin paints a clear picture of what real leadership used to look like—and asks why we’ve settled for less today. This one’s for anyone tired of politics without purpose.

In this reflective and raw episode, Sherwin explores what Black people have truly gained in America—beyond the headlines and highlight reels. From cultural influence and economic power to political strides and generational resilience, Sherwin asks the hard questions: What progress have we actually made? What have we lost along the way? And what does "making it" in America really mean for Black folks today?

In this explosive episode, Sherwin dives deep into the shadowy intersections of power, profit, and policy. From corporate America's quiet takeover of U.S. farmland to the unsettling truth behind the U.S. Army's role in protecting Afghan poppy fields, nothing is off-limits.