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Dame and Homer dive into the economic pain hitting Trump-supporting farmers—especially soybean growers—who are feeling the sting of trade policies and broken promises. The conversation shifts to the surprising rise of "Latinos for Trump" and the complex dynamics within immigrant communities. We open up the phone lines to hear raw reactions from listeners, sparking a passionate debate about ICE and how its perception splits sharply between Black Americans and other groups. It’s a layered, emotional episode that unpacks identity, politics, and survival in America.

The Legendary Duo of Homer Blow and Dame Ellzey kick the show off with breaking news from Chicago, where Mayor Brandon Johnson has signed a bold executive order declaring city-owned properties as “ICE-Free Zones.” The move aims to block federal immigration agents from using public spaces like school parking lots, libraries, and parks for enforcement operations. But can a city legally defy federal agencies? And will it work?

Dame dives into the historical roots of Chicago’s sanctuary status and explains why the city has become a strategic hotspot for ICE under the Trump administration’s Operation Midway Blitz. The conversation heats up with a powerful clip of protesters clashing with ICE agents outside the Broadview detention facility—tear gas, rubber bullets, and arrests paint a vivid picture of resistance.

We also bring you the latest updates from the ICE Tracker, showing real-time enforcement activity across the U.S., including hotspots in Chicago. Plus, hear from community members and legal experts on what this executive order means for immigrant families, law enforcement, and civil rights.

Denis Thomas delivers an impassioned speech about being Black and voting in the last election, asking: Is there a political party that truly represents Black Americans? Dame and DT speak with a caller who says she’s drained—as a Black woman and a mother—and that Project 2025 was never fully explained to voters. They unpack how this sweeping conservative blueprint is now being implemented, despite Trump’s earlier denials, and what it means for civil rights, immigration, and Black communities

Denis "DT" Thomas and The Legendary Dame Ellzey kick off the show with reflections on a surprisingly warm Milwaukee weekend, Dame’s daughter passing the bar exam, and the joy (and chaos) of wedding season. But the tone shifts as they dive into the main topic: nine months into Trump’s second term, many voters are questioning their decision.

The conversation turns to the recent ICE raids in Chicago’s South Shore neighborhood, where federal agents stormed an apartment complex in a military-style operation that left residents shaken and communities outraged. DT and Dame play a clip from ABC 7 Chicago and break down the legal framework behind these actions, including the controversial 100-mile rule that gives ICE expanded authority within a wide zone around U.S. borders—including cities like Chicago and Milwaukee.

Dame explains how this rule allows ICE to detain individuals without a warrant, and DT questions the morality and legality of such enforcement tactics.

What the Business Is, callers dial in to shout out their hustle, highlight their brand, and share what makes their business stand out. Hosts Homer and Bailey keep it real with unfiltered takes on trending topics—from the controversy surrounding Adam Procell and the YouTube poll backlash, to their bold predictions on the Diddy case. It’s Sipp On That Friday, so grab your drink and settle in for a mix of business, culture, and candid conversation.

The Legendary Homer Blow and Bailey Coleman kick off the show with the bombshell news: Diddy is facing 11 years—should Cassie return the settlement money? Callers weigh in with fiery takes. But things take a wild turn when Bailey casually drops that she signed NDAs with both R. Kelly and Diddy, throwing the entire show into chaos. The phone lines light up again.

Then, the conversation pivots to Adam Procell’s underwhelming community meeting. Why was turnout so low? And why did the few who showed up seem to support him? Homer and Bailey unpack the optics, the implications, and what it says about the community’s pulse.

The Legendary Homer Blow and Bailey Coleman continue their passionate reaction to the Mother’s claim that she’s trying to help curb the violence—but is she doing enough? Callers weigh in with their thoughts, sparking a lively debate. The conversation shifts to parenting and discipline, as Homer and Bailey reflect on their own experiences raising children. From tough love to heartfelt lessons, they explore whether even the best efforts are ever truly enough. A caller joins to share their perspective on raising kids, prompting more personal stories and honest reflections from the hosts.

The Legendary Homer Blow and Bailey Coleman reunite in the studio. Homer shares highlights from his recent trip to Dallas before the conversation turns to the heartbreaking story of 15-year-old Azonria Jones, tragically murdered by her boyfriend. The duo dives deep into the gun violence epidemic, examining the stark disparities between Black and white youth. Callers join in with raw, emotional takes, and Bailey and Homer react to a clip from Tory Lowe featuring a mother who says she’s doing all she can to protect her children—but questions how much is really in her control.

the Legendary Dame Ellzey and Homer Blow dive deep into the unsettling reality of the National Guard being deployed to various cities, questioning the contrast between its intended purpose and its current use. A clip from Senator Dick Durbin sparks debate as he claims Louisiana is more dangerous than Illinois—raising eyebrows and tensions. Callers weigh in on the government shutdown, pointing out how benefit cuts disproportionately affect Black communities. Dame and Homer don’t hold back: Who’s really going to help you? In the wrap-up, they urge listeners to break out of their bubbles and see the full picture

The Legendary Homer Blow is back from Dallas with stories from the Packers vs. Cowboys game, and he’s reunited with the Legendary Dame Ellzey for a packed show. The duo dives into the breakdown between Ascension and United Health Care—and what that means for Milwaukee residents who rely on both. Then, the conversation shifts to the ongoing government shutdown, drawing connections between federal gridlock and local impact. Homer and Dame challenge the idea of living in a bubble, reminding listeners: even if you think it won’t affect you—it will.