Tune in here to this Friday’s edition of the Brett Winterble Show!

Brett kicks off the program with Pete Kaliner for this fist 2026 edition of the Hangover as they discuss the political future of New York City under its new mayor and what early warning signs could mean for his long-term ambitions. The conversation breaks down how long sweeping progressive promises—like free buses and expanded city services—can survive economic reality, especially when crises such as snowstorms or infrastructure failures test basic governance.

Later Brett turns his focus to Iran, arguing that the country is approaching a historic breaking point with global implications. He outlines how Iran’s collapsing economy—marked by a plummeting rial, runaway inflation, shortages of food, energy, and water, and the resignation of key financial leaders—has ignited widespread unrest across major cities. What began as economic frustration, Brett explains, has evolved into a full-scale anti-regime movement, with protesters openly calling for freedom and the end of the Islamic Republic. He notes that the government’s restrained security response may signal cracks within the regime itself, as enforcement forces hesitate to turn violently on their own people. Brett connects this unrest to recent U.S. and Israeli actions against Iran’s nuclear capabilities, arguing they weakened the regime without triggering full-scale war.

Listen here for all of this and more on The Brett Winterble Show!

For more from Brett Winterble check out his YouTube channel.

See omnystudio.com/listener for privacy information.

Tune in here to this Friday’s edition of the Brett Winterble Show!

Brett kicks off the program with Pete Kaliner for this fist 2026 edition of the Hangover as they discuss the political future of New York City under its new mayor and what early warning signs could mean for his long-term ambitions. The conversation breaks down how long sweeping progressive promises—like free buses and expanded city services—can survive economic reality, especially when crises such as snowstorms or infrastructure failures test basic governance.

Pete explains why a mayor’s ability to handle day-to-day operations may matter more to voters than ideology, and how failure itself can become a political strategy. The discussion then widens to the national stage, examining divisions within the Democratic Party, the absence of clear establishment leadership, and how figures like AOC fit into that power shift. Brett and Pete also analyze how President Trump may selectively engage, choosing battles that resonate with “normie” voters. The segment closes with a sobering discussion of a recent ISIS-related terrorism case, highlighting warning signs, family intervention, and broader concerns about online radicalization.

Listen here for all of this and more on The Brett Winterble Show!

For more from Brett Winterble check out his YouTube channel.

See omnystudio.com/listener for privacy information.

Tune in here to this Wednesday edition of the Brett Winterble Show!

Brett kicks off the program by discussing America’s 250th anniversary, which will begin on the first day of 2026. He emphasizes that the nation’s success from its founding has been built on both leaders and leadership. To underscore that point, he reflects on George Washington, imagining what the first president might say to Americans today.

Brett delivers a monologue from Washington’s perspective, offering a message he frames as relevant to the current state of the nation heading into the new year. The monologue includes statements such as, “The dangers of your republic are no longer distant,” and, “Liberty cannot endure if truth becomes negotiable.” Brett presents the speech as an important message that is relevant to all Americans.

Brett also addresses the upcoming term of New York City Mayor Zohran Mamdani, who is set to be sworn in on New Year’s Day. He remarks that New York will be considered “conquered land,” since the city is now under the leadership of a Socialist mayor. Brett emphasizes that people across the country should pay attention to Mamdani’s tenure, citing that residents have relocated - and may continue to relocate - to Southern states during his time in office.

Listen here for all of this and more on The Brett Winterble Show!

For more from Brett Winterble check out his YouTube channel.

See omnystudio.com/listener for privacy information.