Podcast
Surrounded
Hosted by Jubilee Media · EN
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.
71episodes
Episodes
Newest firstAll episodes
What Has The Manosphere Taught Us? | Surrounded Follow-Up
Yesterday00:54:47Summary readyMark Manson steps outside the circle to unpack his debate with 20 manosphere creators. Is the manosphere helping men—or trapping them in an echo chamber of insecurity? What We Unpack in This Episode The Looksmaxxing Trap: Why hyper-focusing on superficial traits turns dating into a transaction—and leaves men feeling more isolated than ever. Echo Chambers vs. Reality: How the manosphere monetizes male insecurity and converts genuine loneliness into online hostility. The Middle School Mindset: Uncovering why so many digital "alphas" struggle to build lasting, adult relationships. Redefining Modern Masculinity: What self-improvement actually looks like when you strip away the posture, the performance, and the podcasts. Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 Anti-Manosphere vs 20 Manosphere (ft. Mark Manson) | Surrounded
Yesterday01:28:59Summary readyMark Manson steps into the circle against 20 manosphere creators in Jubilee’s Surrounded, defending four hard-hitting claims: the manosphere is a predatory business profiting off male anger, a woman's body count is irrelevant, porn has ruined men far more than feminism, and true attractiveness stems from respecting women. Will Manson dismantle the echo chamber with reason, or will the pack overrun him? They debate the 4 following claims that Mark Manson, has: 1. The manosphere is a business that profits off keeping men angry, 2. A woman's body count doesn't matter, 3. Porn has done more damage to men than feminism has, 4. The most attractive men are those who respect women Learn more about your ad choices. Visit megaphone.fm/adchoices
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How Can You Care But Not Vote? | Surrounded Follow-Up
2w ago01:08:01Summary readyJohn Regalado sits down with non-voter Carlheb to unpack their recent Surrounded debate with Wes Moore. In this follow-up, they discuss the moral tension that comes with participating in an imperfect and often corrupt system, the legacy of slavery in the current political consciousness, the influence of black revolutionaries like Fred Hampton, and whether or not Wes Moore convince Carlheb to cast his vote in future elections. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Governor Wes Moore vs 20 Non-Voters | Surrounded
3w ago01:26:17Summary readyDemocratic leader Wes Moore faces 20 non-voters in a compelling episode of Surrounded, tackling political disillusionment head-on. He challenges the room with three urgent claims: 1) nothing shapes policy more effectively than your vote, 2) bad politics thrive when citizens don’t participate, and 3) abstaining from the ballot protects corruption rather than protesting it. Can Moore convince a skeptical crowd to reclaim their civic power, or will their disillusionment prove too deep to overcome? Learn more about your ad choices. Visit megaphone.fm/adchoices
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Is Dean Alpha or Beta? | Surrounded Follow-Up
Jun 2801:08:03Summary readyJohn Regalado sits down with Lori and Julia Kate to unpack their viral Surrounded debate with Dean Withers. In this follow-up, they dive deeper into their personal backgrounds and values, their perspectives on Donald Trump, and discuss the discourse of modern political commentary. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Dean Withers vs 20 MAGA Women | Surrounded
Jun 2101:57:35Summary readyAPPLY TO BE ON SURROUNDED: https://bit.ly/43MF3yZ Open General Casting Application: https://bit.ly/4xCliYn Hey you 👈 Wanna be in a Jubilee video? https://bit.ly/be-in-a-video LET’S BE FRIENDS Instagram: / jubileemedia TikTok: https://www.tiktok.com/@jubilee?lang=en Website: https://www.jubileemedia.com OUR LOVE + DATING CHANNEL 🍑 YouTube: / @lovecommanectar Instagram: / lovecommanectar Nectar app: https://lovecommanectar.co/m/download... ARE YOU A BRAND? WANNA WORK WITH US? Email partnerships@jubileemedia.com FEATURING Dean: / itsdeaann Tracey: / spartra Enya: / enyaschutsky Georgia: / georgiagchapa Gina: instagram.com/ginasbeverlyhills Shannon: / shannonseverywhere Aniela: / aniela.luluuuu Maricarmen: / maricarmensainzchapa Tish: / tishis_awinner Emilie: / enaples.in.naples Ashley: / ashley__kenya Kytia: / kytialamour Lori: https://x.com/LoriMills4CA42 Justine: / juicetinee_a Zuriel: / bal_zur Annette: / annettedjackson Leia: <a href="https://www.youtube.com/redirect?event=video_description&redir_token=QUFFLUhqa0wxQnF0Z1JObW9nVHoyX2hKeFhlOVh5Q2ZGUXxBQ3Jtc0ttVm1IN19yVGlfdjcwblBVaGtvSmc0NFVDWjI1SDhyUnNmRGtUNlpPTnBsb1N3WXZIMmlVM1hENW9uOV9UZUtoUkoyLU5CbFpFX1Nqa0lHci16YWliYmdkTVZsT3lGX204VkFTNUp0Z...
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Is Dave Rubin Living in Reality? Surrounded Follow-Up
Jun 1400:45:43Summary readyKyla Turner steps outside the circle to join John Regalado in this follow-up to the viral Dave Rubin Surrounded debate. In this discussion, Kyla shares her perspective on the debate – covering the perceived contradictions of Rubin's political alignment and identity, political extremism in American politics, economic metrics under the Trump administration and the necessity for political accountability and effective governance across the political spectrum. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Is Trump Losing Support For The War? | Surrounded Follow-Up
Jun 700:44:43Summary readyKikoff: Build credit fast and get your first month for just a dollar at https://getkikoff.com/SURROUNDED today. Thanks to Kikoff for sponsoring us!John Regalado sits down with Mat Nuclear to unpack his recent Surrounded debate with Glenn Greenwald. In this follow-up interview, John and Mat discuss the growing public sentiment against the United States' involvement in Iran, allegations of corruption within the Trump and Biden administrations, and who Mat sees as the potential political leaders for the 2028 election. Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 MAGA Republican vs 20 Far-Left Democrats (ft Dave Rubin) | Surrounded
May 3101:43:44Summary readyConservative commentator Dave Rubin enters the Surrounded circle to confront 20 far-left Democrats in an intense political showdown. In this episode, Rubin navigates a deeply hostile environment, defending four divisive claims: that "wokeism" has caused more damage to America than Donald Trump, that voting for Democrats in 2026 guarantees broken cities, schools, and borders, that progressives push moderate Americans to the right, and that the modern left prioritizes ideology over reality. Can Rubin’s blunt critiques challenge the room's core convictions? Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 Journalist vs 20 Trump Supporters (ft Glenn Greenwald) | Surrounded
May 2401:41:43Summary readyIndependent journalist Glenn Greenwald steps into the circle to confront 20 MAGA supporters in a fiery political showdown. In this episode, Greenwald takes direct aim at the movement's core beliefs with four explosive claims: Trump’s legacy is defined by war rather than peace, his administration bows to the Israel lobby, his presidency was significantly more corrupt than Biden’s, and launching strikes on Iran would be a disaster for the American people. Will his relentless critiques force a reckoning, or can the room defend their champion? Learn more about your ad choices. Visit megaphone.fm/adchoices
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