Greg Kelly and retired General Blaine Holt discuss the successful military campaign against the Iranian regime and the resulting geopolitical shifts. The conversation highlights the collapse of Iran’s military infrastructure and the rise of internal patriotic resistance, while also critiquing the reluctance of traditional allies to support a maritime coalition in the region. Holt offers a strategic outlook on the imminent fall of the regime and addresses domestic security concerns by linking recent "lone wolf" attacks to Iranian influence.

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Greg Kelly analyzes President Trump’s aggressive military and economic strategy regarding the conflict in Iran and the securing of the Strait of Hormuz. He emphasizes Trump's unapologetic unilateralism, as he criticizes allies for failing to provide financial reimbursement or military support while insisting that the United States no longer needs a global coalition to achieve its objectives. A central theme is the restoration of stability through strength, with the administration arguing that domestic energy independence shields the American economy from foreign blackmail and ensures that oil prices will eventually drop.

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Greg Kelly offers a sharp critique of modern cinema by contrasting a politically charged Oscar winner with the enduring cultural legacy of classic 1970s films. He argues that today's movies lack broad appeal and instead focus on systemic racism and border control, themes he views as "woke" and disconnected from the national unity seen during historical periods of collective sacrifice. Transitioning from domestic culture to international affairs, Greg analyzes the geopolitical tensions with Iran, specifically criticizing the Iranian leadership’s rhetoric and the "spiritual" justifications for their drastic legal edicts.

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Senator Ron Johnson joins Sid to touch upon his defense of the First Amendment and a free press, saying he generally opposes the government threatening broadcasters’ licenses, though he notes broadcast license holders have responsibilities to report truthfully and correct errors. He says a question about FCC complaints was sprung on him, as he intended to focus on the SAVE America Act and the filibuster. Johnson explains cloture and argues the modern cloture vote often shuts down debate; he says a “talking filibuster” wouldn’t overcome Democrats’ ability to keep offering amendments, and contends passing the SAVE America Act likely requires ending the cloture vote and moving to majority passage, believing Democrats will end the filibuster anyway. He also criticizes Republicans’ DHS funding strategy, saying they should have bundled DHS funding with Democratic priorities, and faults leadership for not attaching the Shutdown Fairness Act, which he says would have ensured pay during shutdowns.

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Former New York City Councilman Bob Holden calls in to discuss Council Speaker Julie Menin’s tweet about combating Islamophobia, which Sid and Holden criticize in light of recent terrorist attacks and rising antisemitism; Holden argues Menin and most City Council Democrats cater to the far-left for ambition and electoral security. They discuss internal Council dynamics, Holden’s view that prior Speaker Adrienne Adams was the worst, and Sid’s belief Menin is more dangerous because she presents as moderate. Both condemn Menin’s actions against Councilwoman Vicki Paladino and praise Paladino’s popularity and outspoken views.

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Sports Radio Personality Joe Benigno joins Sid to talk about WFAN “heydays,” before focusing on college basketball, arguing St. John’s was “screwed” with a 5-seed sent to San Diego while UConn, which St. John’s beat twice including by 20, got a 2-seed; he attributes it to the committee disliking Rick Pitino due to past NCAA issues. Benigno says St. John’s must reach the Sweet 16 after winning 19 of 20 and believes they could make a Final Four, while predicting a No. 1 seed likely wins the tournament and highlighting Iowa State as a strong team. He also discusses the Knicks’ playoff-focused outlook after a close win over a short-handed Warriors, critiques college sports realignment, and recaps Team USA’s 2–1 WBC win over the Dominican Republic featuring key defense, relief pitching, and late strikeouts of Soto and Machado.

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Red Apple Media Owner & Operator John Catsimatidis joins Sid live in-studio for his weekly Monday morning appearance to discuss the Oscars party held here last night at WABC Radio's studios, reacting to the movie he stars in, Marty Supreme, going “zero for nine” at the annual award show last night. John honors the late Ernie Anastos, describing a tribute featuring his family and outlining plans such as scholarships and studios, while recalling hiring New York “icons” at WABC like Cousin Brucie, Cindy Adams, and Anastos. Catsimatidis criticizes Democratic socialists, claims foreign money influences protests and politics, and argues targeted taxes on billionaires are destructive and should reach the Supreme Court. He also addresses the Strait of Hormuz and oil prices, contrasting Trump-era and Biden-era oil levels and questioning European ally commitment.

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