Jubilee Media
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.
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Episódios
1 Congressman vs 20 Epstein File Critics (ft. Ro Khanna) | Surrounded 12.04.2026 1:25:45
Representative Ro Khanna enters the circle to face 20 Americans in a high-stakes debate about power, privilege, and the Epstein files. In this episode of Surrounded, Khanna navigates a deeply polarizing political landscape, defending four uncompromising claims: that America's justice system is two-tiered, the DOJ is illegally withholding crucial files, Commerce Secretary Howard Lutnick must resign...
Why Are Vegans So Annoying? | Jack Symes Surrounded Follow-up 08.04.2026 1:08:06
Philosopher and author Dr. Jack Symes and John Regalado meet again to dissect Jack's Surrounded debate with 20 meat eaters. In this follow-up, they examine the moral weight of animal suffering, the scientific data behind plant-based longevity, and the controversial argument that modern food systems constitute a global moral crisis. Learn more about your ad choices. Visit megaphone.fm/adchoices
1 Vegan vs 20 Meat Eaters (ft. Jack Symes) 05.04.2026 1:41:50
Build credit fast and get your first month for just a dollar at https://getkikoff.com/SURROUNDED today. Thanks to Kikoff for sponsoring us! Vegan advocate Jack Symes enters the circle to face 20 meat-eaters in an intense debate about the ethics of our diets. In this episode of Surrounded, Symes navigates a deeply polarizing landscape, defending four uncompromising claims: that extreme suffering fo...
Top 5 Most Heated Debates | Surrounded 29.03.2026 31:02
In this compilation episode of Surrounded, we revisit the most explosive and polarizing debates of the past year. One by one, these guests stepped into the circle to face 20 opposing voices in high-stakes clashes. Watch as Sam Seder takes on conservatives over DEI, Candace Owens defends traditional motherhood against feminists, Jordan Peterson clashes with atheists over morality and purpose, and m...
Is Body Positivity Disempowering? Follow-up (ft. Jillian Michaels) | Surrounded 22.03.2026 57:58
Fitness icon Jillian Michaels sits down with John Regalado and body positivity advocate Marcy Guevara to unpack the emotional fallout from her Surrounded debate. In this follow-up, they dive into the "primary wound" of childhood trauma, the conflict between movement loyalty and personal health, and why Jillian believes identifying as "fat" can become a psychological prison that hinders true libera...
Jillian Michaels vs 20 Body Positivity Activists 15.03.2026 1:48:09
Fitness trainer Jillian Michaels enters the circle to face 20 body-positivity advocates in a high-stakes debate about the future of wellness. In this episode of Surrounded, Michaels navigates a deeply personal and polarizing landscape, defending four core claims: the body-positivity movement is fundamentally disempowering, that the medical risks of obesity cannot be ignored, that large food corpor...
Why It Always Comes Back to Butt Stuff | We Followed Up With Zander Moricz 08.03.2026 48:16
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:...
1 LGBTQ+ Activist vs 25 Conservatives (ft. Zander Moricz) 01.03.2026 1:30:43
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:/...
Can Talarico Turn Texas Blue? | James Talarico vs 20 Undecided Voters Surrounded Follow-Up 22.02.2026 56:46
John Regalado sits down with Texans Krista and Daniel, to revisit their Surrounded debate with James Talarico. In this follow up interview they discuss whether or not Talarico can truly deliver on the change he's promising, whether billionaires or ideology are dividing us, and what the point of voting is at all. Learn more about your ad choices. Visit megaphone.fm/adchoices
Has the FBI Always Been Corrupt? | 1 Ex-Mafia Boss vs 20 Cops Surrounded Follow-Up 15.02.2026 49:33
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, e...
Are Conservatives the Snowflakes Now? | Isaiah Martin Surrounded Follow-Up 08.02.2026 53:58
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. Lea...
Isaiah Martin vs 20 MAGA Republicans 01.02.2026 1:49:21
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? Lea...
Has the Healthcare Industry Betrayed Us? | Doctor Mike Surrounded Follow-Up 25.01.2026 1:20:04
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...
Ex-Mafia Boss vs 20 Cops 18.01.2026 1:31:13
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 i...
Gen Z’s Being Fed Fascism 11.01.2026 50:22
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...
Adam Mockler vs 20 Gen Z Conservatives 04.01.2026 1:39:50
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. C...
Is Wokeness Really The Issue? 28.12.2025 1:03:27
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...
Why Gen Z Politics Have Become So Extreme 21.12.2025 58:46
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 mo...
James Talarico vs 20 Undecided Voters 14.12.2025 1:39:57
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. Wil...
Doctor Mike vs 20 RFK Jr. Supporters 07.12.2025 1:49:13
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 po...
Piers Morgan vs 20 Woke Liberals 30.11.2025 1:55:20
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...
Tim Miller vs 20 Gen Z Conservatives 26.11.2025 1:43:40
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...
Is Bryan Johnson's Immortality a Hoax? | Surrounded Follow-Up w/ Chelsea Gods & Bryton Snyder 23.11.2025 1:10:14
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...
Bryan Johnson vs 20 Skeptics 16.11.2025 1:37:47
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 high...
1 Politician vs 25 Undecided Voters (Feat. Pete Buttigieg) | Surrounded Rewind 09.11.2025 1:00:03
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...
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