Surrounded
Surrounded

Welcome to Surrounded, where one brave person faces twenty five. Every Sunday, dive into bold debates as a single guest takes on twenty five people with opposing views. No echo chambers, just raw, unfiltered conversations that challenge assumptions and spark connection.If you’re hungry for perspective, ready to wrestle with complexity, and believe in the power of debate, you’re in the right place. Subscribe now and join a community built on curiosity, empathy, and conversation that matters.

John Regalado is joined by retired FBI agent Tom and veteran police officer Heather to unpack the most revealing moments from their Surrounded debate with ex-Mafia Boss, Michael Franzese. In this follow-up interview, they dig into the deep mistrust between the American public and the FBI, why narratives of "hyper-partisanship" are damaging institutional integrity, and how the psychology of fear, empathy, and the heavy toll of service collide in modern policing. Learn more about your ad choices. Visit megaphone.fm/adchoices
Isaiah Martin sits down with John Regalado to unpack the most heated moments from his Surrounded debate with 20 MAGA Republicans. In this follow-up, they dive into immigration myths, Trump’s economic record, why Isaiah calls DOGE a failure, and how misinformation spreads in real time. Isaiah also reflects on what it’s like debating across deep divides—and what Democrats need to get right next. Learn more about your ad choices. Visit megaphone.fm/adchoices
Isaiah Martin steps into Surrounded as the lone Democrat facing 20 MAGA Republicans. He challenges four core pillars of Trump’s agenda: that mass deportations make communities less safe, Trump serves the wealthy while leaving everyday Americans behind, DOGE was a complete failure, and Trump’s policies damage the economy. Will his arguments have an impact, or just reveal how wide the divide is? Learn more about your ad choices. Visit megaphone.fm/adchoices
John Regalado sits down with Bryan, Anastasia, and Jack to unpack the most revealing moments from their Surrounded debate with Doctor Mike. In this follow-up interview, they dig into the deep mistrust between everyday people and the medical establishment, why skepticism around Big Pharma keeps growing, and how lifestyle, diet, and personal responsibility collide with institutional medicine. Learn more about your ad choices. Visit megaphone.fm/adchoices
Ex–mafia boss Michael Franzese steps into the Surrounded circle to face 20 cops in a rare role reversal. He challenges four core assumptions about modern policing: that undercover stings often manufacture crime, that law enforcement justifies breaking the law to catch criminals, that success is measured by arrests instead of safer streets, and that paid informants are deeply unreliable. Will his insider perspective expose uncomfortable truths—or be shut down by those sworn to uphold the law? Learn more about your ad choices. Visit megaphone.fm/adchoices
Adam Mockler joins John Regalado to revisit the most charged moments from his Surrounded debate with 20 conservative college students. In this follow-up, Adam unpacks the rise of political extremism among young voters, how inflammatory rhetoric becomes normalized from the top down, why Trump’s “golden age” economy doesn’t hold up under scrutiny,  and what real political courage might look like in 2026. Learn more about your ad choices. Visit megaphone.fm/adchoices
It’s one liberal college dropout against 20 conservative college students. Adam Mockler steps into the Surrounded circle to defend four provocative claims: Trump is fueling a rise in fascism among young people, the economy is not in a so-called “golden age,” children are safer with the average undocumented immigrant than with Donald Trump, and Trump is the most corrupt president in U.S. history. Can one outsider hold his ground against a room full of undergrads? Learn more about your ad choices. Visit megaphone.fm/adchoices
John Regalado sits down with Tyler, Jenny and Nick – participants from the Surrounded episode featuring Piers Morgan – to unpack the moments that sparked the most friction in their debate. In this follow-up, they dig deeper into their conversations around free speech absolutism, whether “wokeness” is truly authoritarian, the limits of cancel culture, and how media incentives and culture wars crowd out material issues like wages, housing, and healthcare. Learn more about your ad choices. Visit megaphone.fm/adchoices
Tim Miller joins John Regalado to revisit some of the most thought-provoking moments from his Surrounded debate with 20 Gen Z conservatives. In this follow-up interview, Tim and John explore generational shifts on the right, how extreme immigration tactics and ICE enforcement become normalized, the moral tradeoffs of the Second Amendment, and even reflect on the famous Mehdi Hasan debate. Learn more about your ad choices. Visit megaphone.fm/adchoices
Texas State Rep. James Talarico joins Surrounded to face 20 undecided Texas voters in a conversation about policy, power, and what’s at stake in 2026. He argues that cuts to healthcare and food assistance hurt everyone, that immigrants make America stronger and more prosperous, that every vote will matter next cycle, and that the real divide in politics isn’t left vs. right but top vs. bottom. Will his message resonate with voters still on the fence? Learn more about your ad choices. Visit megaphone.fm/adchoices
Doctor Mike sits down with 20 RFK Jr. supporters in a heated debate over trust, science, and the future of public health. He argues that RFK Jr. is harming the nation’s wellbeing and should step down as HHS Secretary, that the MAHA movement is undermining the doctor–patient relationship, that Big Pharma is far more trustworthy than Big Supplement, and that MAHA’s leaders are driven by power and politics—not health. Can medical expertise cut through the skepticism? Learn more about your ad choices. Visit megaphone.fm/adchoices
Piers Morgan steps into Surrounded to face 20 “woke liberals” in a charged cultural showdown. He defends four blunt claims: masculinity has never been toxic, woke ideology is anti-liberal and veers toward the fascistic, gender-neutral pronouns serve no purpose, and cancel culture poses a real threat to free speech. What happens when one outspoken critic meets a room full of his biggest challengers? Learn more about your ad choices. Visit megaphone.fm/adchoices
Tim Miller, a former Republican strategist turned Democrat, faces 20 Gen Z conservatives in a tense generational face-off. He argues that ICE has become a fascist institution, that gun rights aren’t worth the lives lost, that the Trump administration undermines American values, and that red states are run worse than blue ones. Can his insider perspective bridge the divide—or deepen it? Learn more about your ad choices. Visit megaphone.fm/adchoices
John Regalado sits down with Chelsea Gods and Bryton Snyder to dive deeper into some of the most thought-provoking moments from their Surrounded debate with Bryan Johnson. In this follow up interview, Chelsea and Bryton discuss their criticisms of Bryan's "Don't Die" philosophy, the value of a confrontational approach to debate, and their own perspectives on life, religion and spirituality. Learn more about your ad choices. Visit megaphone.fm/adchoices
Bryan Johnson, tech entrepreneur and founder of the “Don’t Die” movement, faces 20 skeptics in a provocative debate on life, death, and human potential. Guided by his mission to wage a 'war' with death and its causes, Johnson argues that ending death should be humanity’s top goal, that we may be the first generation to achieve it, that fast food should never be eaten, and that sleep is life’s highest priority. Can science conquer mortality, or is it a dream too far? Learn more about your ad choices. Visit megaphone.fm/adchoices
Pete Buttigieg sat down with 25 undecided voters for a Surrounded debate before the 2024 US Presidential Election. He laid out four core arguments: Donald Trump is running for himself while Kamala Harris is running to improve people’s lives, the economy would be stronger under Harris, Americans would gain more rights and freedoms with a Harris–Walz administration, and crime would continue to fall under a career prosecutor rather than a convicted criminal. How did his case land with voters caught in the middle? Learn more about your ad choices. Visit megaphone.fm/adchoices
Luke Beasley joins John Regalado to unpack some of the most important talking points from his Surrounded debate with 20 MAGA Boomers. In this follow up interview, Luke and John discuss whether political extremism is more concentrated on the left or the right, which party is better with the economy, the future of the Democratic Party and whether Luke himself would enter politics. Learn more about your ad choices. Visit megaphone.fm/adchoices
Luke Beasley, a Gen Z liberal commentator, faces 25 boomer Trump supporters in a generational clash of politics and perspective. He argues that MAGAnomics hurts the economy, Trump threatens democracy, his supporters lack true patriotism, and Kamala Harris would have made a better president. Can one Gen Z voice cut through decades of conviction? Learn more about your ad choices. Visit megaphone.fm/adchoices
Allie Beth Stuckey sits down with John Regalado to revisit some of the most thought-provoking moments from her Surrounded debate with 20 liberal Christians. In this follow up interview, Allie and John discuss homosexuality and whether or not the Bible approves of it, abortion, polarization in our political culture, and the assassination of Charlie Kirk. Learn more about your ad choices. Visit megaphone.fm/adchoices
Allie Beth Stuckey, a conservative Christian commentator, faces 25 liberal Christians in a charged debate on faith and ideology. She defends four provocative claims: marriage is between one man and one woman, abortion is a grave moral evil, empathy can become sinful, and progressivism clashes with Christianity. Can conviction hold its ground against compassion? Learn more about your ad choices. Visit megaphone.fm/adchoices
Lila Rose joins John Regalado to look back at some of the most heated and interesting interactions from her Surrounded debate with 20 pro-choice activists. In this follow up interview, Lila and John discuss the Catholic approach to sex and reproduction, whether or not life begins at conception, and her controversial vision of a world without abortions. Learn more about your ad choices. Visit megaphone.fm/adchoices
Journalist Andrew Callaghan sits down with 20 conspiracy theorists to debate four hot-button claims: QAnon has no basis in fact, 9/11 was carried out by Al-Qaeda, Hunter Biden’s laptop doesn’t prove corruption, and the earth is round. What happens when one journalist goes head-to-head with a room full of skeptics? Learn more about your ad choices. Visit megaphone.fm/adchoices
In this episode of Surrounded, Lila Rose, a staunch pro-life advocate, debates 25 pro-choice advocates. She presents and defends four controversial claims: that abortion causes lasting harm to women, is never morally justified, that every unborn child has a right to life, and that abortion is unconstitutional and should be banned. Will her perspective hold up under pressure, or be challenged into reconsideration? Learn more about your ad choices. Visit megaphone.fm/adchoices
Dean Withers enters Jubilee’s Surrounded as the lone liberal facing 20 Trump voters. He defends four fiery claims: Donald Trump is a racist, Trump doesn’t care about the American people, Kamala Harris would make a better president, and conservatives don’t actually care about family values. Will Dean hold his ground or be overrun by the conservative crowd? Learn more about your ad choices. Visit megaphone.fm/adchoices
John Regalado sits down with Mason, Gabby, James and Isabella to revisit their Surrounded debate with Patrick Bet-David. They share their experiences that led them to becoming anti-capitalist and discuss taxing the ultra-rich, enduring poverty, reimagining socialism and the potentially life-changing offers that Patrick put on the table during the episode. Learn more about your ad choices. Visit megaphone.fm/adchoices
Patrick Bet-David, entrepreneur and outspoken capitalist, takes the hot seat in Jubilee’s Surrounded, facing 20 anti-capitalists. He argues four bold claims: incentive drives capitalism, capitalism has lifted more people out of poverty than any other system, equal wealth distribution would collapse within five years, and the U.S. is already more socialist than capitalist. Will Patrick defend his vision, or get dismantled by the opposition? Learn more about your ad choices. Visit megaphone.fm/adchoices
Amanda Seales joins John Regalado to revisit the most memorable moments from her Surrounded debate with 20 black conservatives. In this follow up interview, Amanda discusses the necessity of reparations, the problems with policing, and why she believes Socialism is an alternative to capitalism that would better serve Black Americans. Learn more about your ad choices. Visit megaphone.fm/adchoices
Amanda Seales, outspoken comedian and cultural critic, faces 25 Black conservatives in Jubilee’s Surrounded. She stands by four uncompromising claims: reparations are both just and necessary, “Black-on-Black crime” is fueled by underinvestment and over-policing, systemic racism is a lived reality grounded in history and data, and Black conservatism fails the working class. Will her arguments be enough to sway the room? Learn more about your ad choices. Visit megaphone.fm/adchoices
Cenk Uygur joins John Regalado to unpack the most revealing moments from his Surrounded debate with a room full of Republicans and Democrats. From calling out identity politics to exposing how both parties bow to their donors, Cenk lays out why he believes the entire political system is rigged and what real populism actually looks like. Follow our YouTube channel:⁠https://www.youtube.com/@jubilee⁠ Follow Cenk Uygur:⁠https://www.instagram.com/TheYoungTurks⁠ Follow John Regalado:⁠https://x.com/odalager_j⁠⁠https://www.youtube.com/@j_regalado⁠ X (formerly Twitter) ⁠john regalado ⁠⁠(@odalager_j) on X⁠ i could be wrong  Learn more about your ad choices. Visit megaphone.fm/adchoices
Cenk Uygur, a prominent populist voice, engages in a compelling debate with 25 Democrats and Republicans. He presents four thought-provoking claims: Democrats and Republicans find common ground on economic issues while using culture wars as a diversion, the Democratic agenda is more about marketing than genuine mission, the Republican party primarily serves the wealthy, and political power is ultimately controlled by media and money. Will Cenk's arguments resonate, or will he face an uphill battle against the bipartisan consensus? Learn more about your ad choices. Visit megaphone.fm/adchoices
Officer Kevin Donaldson faces 20 individuals with criminal records to discuss and defend four critical claims: that police use lethal force only as a last resort, most officers are selfless and honorable, racial profiling of Black and Brown people is not a widespread issue, and that police officers are often judged too harshly. Can the cop find common ground, or will his perspectives be challenged by the experiences of the group? Learn more about your ad choices. Visit megaphone.fm/adchoices
Progressive heavyweight Mehdi Hasan faces off against 20 Far-Right Republicans in one of the most intense episodes of Surrounded yet. He arrives armed with four bold claims: Donald Trump is pro-crime, he is defying the Constitution, immigrants are good for America, and Trump’s Gaza plan amounts to ethnic cleansing. Will he change any minds, or will the far-right conservative wall hold strong? Learn more about your ad choices. Visit megaphone.fm/adchoices
Charlie Kirk steps into Jubilee's Surrounded, a lone conservative against 20 woke college students, defending four claims: abortion is murder, college is a scam, trans women are not women, and Kamala Harris is a DEI candidate. Will Kirk persuade the masses or be drowned out by the dissent? Learn more about your ad choices. Visit megaphone.fm/adchoices
John Regalado sits down with Candace Owens, to revisit the most heated moments of her Surrounded debate with 20 feminists. In their conversation Candace reflects on being labeled a feminist, her influence on culture, motherhood, the impact of Sex and the City, and her opinions on women's voting rights. Follow our Youtube channel:https://www.youtube.com/@jubilee Follow Candace:https://www.instagram.com/realcandaceowenshttps://x.com/realcandaceohttps://www.facebook.com/realCandaceOwens/https://www.tiktok.com/@candaceoshow Follow John Regalado:https://x.com/odalager_jhttps://www.youtube.com/@j_regalado X (formerly Twitter) Candace Owens (@RealCandaceO) on X https://t.co/RjlP6s2QoD facebook.com Log in or sign up to view See posts, photos and more on Facebook. Learn more about your ad choices. Visit megaphone.fm/adchoices
In this Throwback Thursday episode of Surrounded, streamer and political commentator Destiny goes head-to-head with 25 Trump supporters. He defends four bold claims: Donald Trump is unfit for the presidency, Kamala Harris has the better immigration plan, Trump’s border policies will fuel inflation and tank the economy, and Donald Trump is a fascist. Revisit the debate and decide whether Destiny held his own against the MAGA faithful. Learn more about your ad choices. Visit megaphone.fm/adchoices
In this episode of Surrounded, Candace Owens goes head-to-head with 20 feminists to defend four controversial claims: the sexual revolution devalued women, raising children is more fulfilling than any career, we live in a matriarchy, and feminism has made life easier for men. Will Owens sway the room or be overwhelmed by the opposition? Learn more about your ad choices. Visit megaphone.fm/adchoices
Sam Seder stands alone against 20 Trump supporters, armed with four claims: Trump’s DEI attacks mask a corporate power grab, voting for Trump was a mistake unless you’re a billionaire, the GOP will gut Social Security and healthcare, and Trump’s policies only enrich the elite. Will his arguments cut through, or will MAGA loyalty shut him down? Learn more about your ad choices. Visit megaphone.fm/adchoices
John Regalado sits down with Ahmed Fouad Alkhatib, to revisit the most heated moments of his Surrounded debate with 20 Pro-Palestine protesters. They discuss his experience being at the centre of the Surrounded format, some of the most polarizing aspects of the pro-Palestine movement, and the difficulty of threading the path between both sides. Follow our YouTube channel: https://www.youtube.com/@jubilee Follow Ahmed: https://www.instagram.com/afalkhatib Follow John Regalado: https://x.com/odalager_jhttps://www.youtube.com/@j_regalado X (formerly Twitter)john regalado (@odalager_j) on X former CD @jubileemedia    SURROUNDED | JOHN POD Learn more about your ad choices. Visit megaphone.fm/adchoices
In this high-stakes episode of Surrounded, Doctor Mike takes on 20 anti-vaxxers with four sharp claims: anti-vaccine lies cost lives, vaccine immunity beats natural immunity, RFK Jr. is a public health menace, and anti-vaxxers are both victims and villains of misinformation. Can science silence skepticism or will dissent hold firm? The debate starts now. Learn more about your ad choices. Visit megaphone.fm/adchoices
Ahmed Alkhatib steps into the circle, challenging 20 Pro-Palestine protestors with four divisive claims: October 7th was a disaster that opened the worst chapter in Palestinian history, armed resistance will get Palestinians nowhere, angry protests in the West are not helpful, and being pro-Palestine necessitates accepting a free Palestine side by side next to Israel. Will his arguments hold, or will the group shut him down? Learn more about your ad choices. Visit megaphone.fm/adchoices
John Regalado sits down with Cade, Zina and Danny, to revisit the most heated moments of their Surrounded debate with Jordan Peterson. They discuss their debate tactics as well as their personal backstories as atheists. Follow our YouTube channel:https://www.youtube.com/@jubilee Follow Cade:youtube.com/@GayExTradFollow Zina:tiktok.com/@zinaaweenaaFollow Danny:youtube.com/@DannyPhilTalk Follow John Regalado:https://x.com/odalager_jhttps://www.youtube.com/@j_regalado Learn more about your ad choices. Visit megaphone.fm/adchoices
Alex O'Connor steps into Jubilee's Surrounded, challenging 25 Christians with four seismic claims: suffering shatters God's likelihood, the Bible commands genocide, the resurrection lacks evidence, and Jesus never claimed divinity. Will his arguments hold, or will faith prevail? Follow our YouTube channel: https://www.youtube.com/@jubilee Follow Alex O'Connor:https://www.youtube.com/cosmicskeptic Learn more about your ad choices. Visit megaphone.fm/adchoices
Jordan Peterson faces 20 atheists in Jubilee's Surrounded, defending four controversial claims: atheists reject God without understanding what they're rejecting, science can't provide morality or purpose, everyone worships something whether they know it or not, and atheists steal Christian values while denying Christianity's foundation. Will Peterson convert the non-believers or get crushed by the crowd? Learn more about your ad choices. Visit megaphone.fm/adchoices
John Regalado sits down with Zander Moricz, to revisit the most heated moments of his surrounded debate. They discuss Trans Youth, misinformation, and the future of LGBTQ+ politics. Follow our YouTube channel: https://www.youtube.com/@jubilee Follow Zander Moricz & SEE Alliance: https://www.instagram.com/zandermoricz https://seeourpower.org https://x.com/zandermoricz Follow John Regalado: https://x.com/odalager_j https://www.youtube.com/@j_regalado Learn more about your ad choices. Visit megaphone.fm/adchoices
Skip Bayless faces 25 NBA and NFL fans in Jubilee’s Surrounded, defending four bold takes: Magic Johnson is the greatest Laker, Jordan is laughably better than LeBron, Mahomes is overrated, and Brady made Belichick. Will Skip stand his ground or get shut down? Follow our YouTube channel: https://www.youtube.com/@jubilee Follow Skip Bayless: https://www.instagram.com/skipbayless https://www.youtube.com/@SkipBaylessShow Learn more about your ad choices. Visit megaphone.fm/adchoices
One LGBTQ+ activist is surrounded by twenty-five conservatives in a raw conversation about identity, power, and the future of America’s youth. Zander Moricz steps into the circle to challenge assumptions and open a dialogue. From banned books to drag queens, healthcare to political power, this conversation asks: What are we really protecting, and at what cost? Follow our YouTube channel: ⁠https://www.youtube.com/@jubilee⁠ Follow Zander Moricz & SEE Alliance: ⁠https://www.instagram.com/zandermoricz⁠ ⁠https://seeourpower.org⁠ ⁠https://x.com/zandermoricz⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices
When one brave soul enters a room full of disagreers, what human interactions will follow? From Jubilee Media, this is the Surrounded podcast. Join John Regalado every week for audio versions of the main episodes, as well as exclusive follow-up interviews with cast members, where we dig deeper into the disagreements that happen on the show. Learn more about your ad choices. Visit megaphone.fm/adchoices