Show overview
Surrounded launched in 2025 and has put out 62 episodes, alongside 1 trailer or bonus episode in the time since. That works out to roughly 85 hours of audio in total. Releases follow a weekly cadence.
Episodes typically run over ninety minutes — most land between 59 min and 1h 42m — though episode length varies meaningfully from one episode to the next. It is catalogued as a EN-language Society & Culture show.
The show is actively publishing — the most recent episode landed 2 days ago, with 22 episodes already out so far this year. Published by Jubilee Media.
From the publisher
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.
Latest Episodes
View all 62 episodes1 Journalist vs 20 Trump Supporters (ft Glenn Greenwald) | Surrounded
Naima vs Charlie Kirk, 1 Year Later | Surrounded Follow-Up
1 Psychiatrist & 20 Depressed People (ft. Dr. K) | Surrounded
Israeli vs Palestinian: Can They Agree? | Surrounded Follow-up (ft. Rudy Rochman and Dr. Ahmed Soboh)
1 Israeli vs 20 Pro-Palestine (ft. Rudy Rochman) | Surrounded
Why a Conservative and Liberal Agree on the Epstein Files | Surrounded Follow-Up
1 Congressman vs 20 Epstein File Critics (ft. Ro Khanna) | Surrounded
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, and the U.S. must finally hold its powerful elites accountable. In a space where demands for political transparency clash with fractured public trust, can Khanna find common ground with his critics? Learn more about your ad choices. Visit megaphone.fm/adchoices
Why Are Vegans So Annoying? | Jack Symes Surrounded Follow-up
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)
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 for trivial pleasure is morally indefensible, that everyone should aim to be vegan, that factory farming ranks among the worst atrocities in history, and that veganism is fundamentally good for the world and humanity. In a space where personal lifestyle clashes with moral obligation, can Jack’s perspective find common ground with his critics, or are the divides too deep to bridge? Learn more about your ad choices. Visit megaphone.fm/adchoices
Top 5 Most Heated Debates | Surrounded
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 more. Learn more about your ad choices. Visit megaphone.fm/adchoices
Is Body Positivity Disempowering? Follow-up (ft. Jillian Michaels) | Surrounded
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 liberation. Learn more about your ad choices. Visit megaphone.fm/adchoices
Jillian Michaels vs 20 Body Positivity Activists
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 corporations are capitalizing on the movement, and that current discourse oversimplifies the complexities of disordered eating. The group then debates a counterclaim: that shame remains a greater threat to health than the movement itself. In a space where personal identity meets public health, can Jillian’s perspective find common ground with her critics, or are the divisions too deep to bridge? Learn more about your ad choices. Visit megaphone.fm/adchoices
Why It Always Comes Back to Butt Stuff | We Followed Up With Zander Moricz
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
1 LGBTQ+ Activist vs 25 Conservatives (ft. Zander Moricz)
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
Can Talarico Turn Texas Blue? | James Talarico vs 20 Undecided Voters Surrounded Follow-Up
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
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
Are Conservatives the Snowflakes Now? | Isaiah Martin Surrounded Follow-Up
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 vs 20 MAGA Republicans
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
Has the Healthcare Industry Betrayed Us? | Doctor Mike Surrounded Follow-Up
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 vs 20 Cops
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