Home Podcasts Surrounded
Surrounded

Surrounded

Jubilee Media 63 Episodes Oct 11, 2026

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.

Episodes

1 Liberal vs 20 MAGA (ft. The Split’s David Mauricio) | Surrounded
1 Liberal vs 20 MAGA (ft. The Split’s David Mauricio) | Surrounded Oct 11, 2026 01:48:38 In this episode of Surrounded, commentator David Mauricio from The Split steps into the hot seat as one liberal voice facing off against 20 MAGA debaters.
Evan Revisits His Most Viral Debates | Surrounded Follow-Up
Evan Revisits His Most Viral Debates | Surrounded Follow-Up Oct 4, 2026 00:50:40 Hey you 👈 Wanna be in a Jubilee video? https://bit.ly/be-in-a-videoLET’S BE FRIENDSInstagram: https://www.instagram.com/jubileemedia/TikTok: https://www.tiktok.com/@jubilee?lang=enWebsite: https://www.jubileemedia.comOUR LOVE + DATING CHANNEL 🍑YouTube: https://www.youtube.com/@lovecommanectarInstagram: https://www.instagram.com/lovecommanectar Nectar app: https://lovecommanectar.co/m/download-nec
Andrew Yang vs 20 AI Optimists | Surrounded
Andrew Yang vs 20 AI Optimists | Surrounded Sep 27, 2026 01:45:14 Andrew Yang faces 20 AI optimists in Jubilee’s Surrounded, defending four provocative claims: AI will accelerate inequality, eliminate jobs faster than new ones can emerge, make Universal Basic Income necessary, and push markets to prioritize profit over human dignity. Will Yang’s warnings withstand the optimism—or will the AI believers dismantle his case?
Is This Conservative Actually Pro-Reparations?  | Surrounded Follow Up
Is This Conservative Actually Pro-Reparations? | Surrounded Follow Up Sep 20, 2026 00:51:37 Hey you 👈 Wanna be in a Jubilee video? https://bit.ly/be-in-a-videoLET’S BE FRIENDSInstagram: https://www.instagram.com/jubileemedia/TikTok: https://www.tiktok.com/@jubilee?lang=enWebsite: https://www.jubileemedia.comOUR LOVE + DATING CHANNEL 🍑YouTube: https://www.youtube.com/@lovecommanectarInstagram: https://www.instagram.com/lovecommanectar Nectar app: https://lovecommanectar.co/m/download-nec
1 Conservative vs 20 Liberals (ft. The Split’s Austin Julio Broughton) | Surrounded
1 Conservative vs 20 Liberals (ft. The Split’s Austin Julio Broughton) | Surrounded Sep 13, 2026 01:54:25 Austin Julio Broughton steps into the hot seat on Jubilee’s Surrounded to defend four incendiary claims against 20 Liberals:The Left cares more about LGBTQ+ issues than Black Americans.Elective abortion is modern America’s greatest moral failure.Civil rights were won with Bibles and churches, not pronouns and DEI.Republicans care more about free speech than Democrats.Will Austin hold the line agai
Gen Z and The American Dream | Surrounded Follow Up w/Maxwell Frost
Gen Z and The American Dream | Surrounded Follow Up w/Maxwell Frost Sep 6, 2026 00:30:37 Hey you 👈 Wanna be in a Jubilee video? https://bit.ly/be-in-a-videoLET’S BE FRIENDSInstagram: https://www.instagram.com/jubileemedia/TikTok: https://www.tiktok.com/@jubilee?lang=enWebsite: https://www.jubileemedia.comOUR LOVE + DATING CHANNEL 🍑YouTube: https://www.youtube.com/@lovecommanectarInstagram: https://www.instagram.com/lovecommanectar Nectar app: https://lovecommanectar.co/m/download-nec
1 Young Politician vs 20 Boomers (ft. Maxwell Frost) | Surrounded
1 Young Politician vs 20 Boomers (ft. Maxwell Frost) | Surrounded Aug 30, 2026 01:54:01 Maxwell Frost takes center stage in Jubilee’s Surrounded, facing off against 20 Boomers to defend four hard-hitting claims: Gen Z is the most politically active generation in American history, they aren't too spoiled or lazy, all student debt should be canceled, and while Boomers lived the American Dream, Gen Z can only read about it. Can the youngest member of Congress hold his own against a room
Tim Pool vs Progressives | Surrounded Follow-Up
Tim Pool vs Progressives | Surrounded Follow-Up Aug 19, 2026 00:56:28 Hey you 👈 Wanna be in a Jubilee video? https://bit.ly/be-in-a-videoLET’S BE FRIENDSInstagram: https://www.instagram.com/jubileemedia/TikTok: https://www.tiktok.com/@jubilee?lang=enWebsite: https://www.jubileemedia.comOUR LOVE + DATING CHANNEL 🍑YouTube: https://www.youtube.com/@lovecommanectarInstagram: https://www.instagram.com/lovecommanectar Nectar app: https://lovecommanectar.co/m/download-nec
1 Moderate vs 20 Progressives (ft. Tim Pool)
1 Moderate vs 20 Progressives (ft. Tim Pool) Aug 16, 2026 01:40:32 Tim Pool steps into the ring with 20 progressives in this explosive episode of Jubilee’s Surrounded. Standing alone as the sole moderate voice, Pool defends four radical premises: the mainstream left commits more violence than the mainstream right, the Democratic Party has fully embraced authoritarianism, America is actively heading toward a civil war, and the U.S. Constitution effectively no long
Is Trump Better for Black Americans Than Democrats? | Surrounded Follow-Up w/ Officer Tatum
Is Trump Better for Black Americans Than Democrats? | Surrounded Follow-Up w/ Officer Tatum Aug 9, 2026 01:02:20 On this week's episode, Officer Brandon Tatum joins host Parris Rose to recap Tatum's time in the Surrounded Circle. They discuss several clips with the guest debators, and break down some of the most heated moments of the discussion.
1 Black Conservative vs 20 Black Liberals (ft. Officer Tatum)
1 Black Conservative vs 20 Black Liberals (ft. Officer Tatum) Aug 2, 2026 01:59:47 Officer Tatum steps into the center of Jubilee’s Surrounded to take on 20 Black Liberals in a high-stakes debate over race, politics, and responsibility. He stands alone to defend four explosive claims: Trump and the GOP are better for the Black community than Democrats, police do more good than harm, Black-on-Black crime is the most critical threat, and systemic racism is used as an excuse to avo
What Has The Manosphere Taught Us? | Surrounded Follow-Up
What Has The Manosphere Taught Us? | Surrounded Follow-Up Jul 27, 2026 00:50:23 Mark 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 m

Recommended