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In this episode of Armchair Anonymous, hosts Dax Shepard and Monica Lily Patman discuss intense 911 call stories, starting with Abby from Indiana, who recounts a terrifying incident where she and her fiancé were shot at just days before their wedding. Abby describes waking up to gunfire, her husband urging her to crawl to safety, and the police discovering 43 bullet holes in their home. The attack was a case of mistaken identity linked to a previous resident's criminal activity. Despite the trauma, Abby found solace in her wedding, which occurred shortly after the incident. The conversation shifts to Michael, who shares a harrowing experience as a teacher when a student collapsed during class. He called 911, and despite attempts to revive her, she died from a heart attack. The sister of the deceased remained unfazed, attributing her sister's death to poor health choices. The episode highlights the unpredictability of life-threatening situations and the emotional aftermath of such experiences.

Megyn Kelly opens the show discussing the upcoming Iowa caucus and Donald Trump's significant lead in the polls despite ongoing legal battles. She highlights a civil case in New York led by Attorney General Letitia James, which is focused on allegations of business fraud against Trump. This case, unlike the criminal cases, is seen as more concerning by Trump's team, as it threatens to shut down his business operations in New York. The judge has already ruled in favor of James, stating that Trump overstated asset values when applying for loans, although no banks have complained about any harm. Dave Rubin joins the discussion, emphasizing the absurdity of the legal standards being applied to Trump, where intent to defraud does not need to be proven. He argues that the case is politically motivated and that the optics of the courtroom are beneficial for Trump, as they reinforce his narrative of being persecuted. Rubin also points out that Trump's supporters are unlikely to turn against him due to these legal challenges. Kelly and Rubin then shift to Merrick Garland's recent appearance on 60 Minutes, where he expressed his commitment to impartiality in the Trump investigations. They criticize Garland's emotional appeal and question the sincerity of his statements, particularly regarding the treatment of parents protesting at school board meetings, which he labeled as domestic terrorists. The conversation transitions to the broader implications of these legal battles on political participation, with Rubin expressing concern that such actions deter good people from entering politics. They discuss the impact of the Me Too movement on perceptions of masculinity, with Owen Strachan later joining to address the war on men in society. Strachan argues that young men are being taught to view traditional masculine traits as toxic, leading to a crisis of identity and purpose. Strachan highlights the alarming statistics surrounding male suicide rates and workforce participation, asserting that societal narratives are pushing boys away from embracing their masculinity. He calls for a cultural shift that recognizes the value of strong men and the need for positive male role models. The discussion emphasizes the importance of fathers in guiding boys and the detrimental effects of a culture that vilifies masculinity. As the show concludes, Kelly shares a personal note about the unexpected death of a friend, reflecting on the importance of cherishing loved ones and living authentically. She expresses gratitude for her audience and the support they provide.

Dave Rubin opens the Reuben Report on May 20, 2025, announcing the launch of the "Don't Burn This World Tour," which will include shows in Budapest, Tel Aviv, Jerusalem, and Australia. He emphasizes that the show will focus on positive developments, particularly regarding peace negotiations in the Middle East and the Russia-Ukraine conflict. Rubin discusses a recent two-hour call between Donald Trump and Vladimir Putin, highlighting Trump's belief that negotiations for a ceasefire between Russia and Ukraine are imminent. Trump expressed optimism about potential economic partnerships between Russia, Ukraine, and the U.S. following the conflict. Rubin contrasts this approach with past U.S. foreign policy, suggesting that Trump's strategy focuses on economic cooperation rather than military intervention. The conversation shifts to the release of American hostage Eden Alexander from Gaza, with Trump expressing gratitude for his safe return. Rubin notes the stark differences in leadership styles between Trump and Biden, particularly in handling international crises and hostage situations. Rubin then addresses the recent announcement of Joe Biden's late-stage prostate cancer, questioning the transparency of the Biden administration regarding his health. He critiques the media's handling of Biden's cognitive abilities and health issues, suggesting a cover-up regarding the severity of his condition. The show also touches on the Democrats' struggles, with Rubin highlighting the lack of leadership within the party and the challenges they face in upcoming elections. He discusses the implications of a recent Supreme Court ruling allowing the Trump administration to end protections for Venezuelan migrants, emphasizing the ongoing conflict between the executive and judicial branches. In closing, Rubin reflects on the recent announcement by Scott Adams regarding his terminal cancer diagnosis, expressing support and emphasizing the importance of addressing health issues transparently. He encourages viewers to focus on the positive changes occurring in politics and society.