Surrounded

Jubilee Media

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.

  1. Are Conservatives the Snowflakes Now? | Isaiah Martin Surrounded Follow-Up

    HACE 6 D

    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

    54 min
  2. Isaiah Martin vs 20 MAGA Republicans

    1 FEB

    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

    1 h 49 min
  3. Has the Healthcare Industry Betrayed Us? | Doctor Mike Surrounded Follow-Up

    25 ENE

    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

    1 h 20 min
  4. Ex-Mafia Boss vs 20 Cops

    18 ENE

    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

    1 h 31 min
  5. Gen Z’s Being Fed Fascism

    11 ENE

    Gen Z’s Being Fed Fascism

    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

    50 min
  6. Adam Mockler vs 20 Gen Z Conservatives

    4 ENE

    Adam Mockler vs 20 Gen Z Conservatives

    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

    1 h 40 min
  7. Is Wokeness Really The Issue?

    28/12/2025

    Is Wokeness Really The Issue?

    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

    1 h 3 min
  8. Why Gen Z Politics Have Become So Extreme

    21/12/2025

    Why Gen Z Politics Have Become So Extreme

    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

    59 min
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Información

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.

Ficha técnica

  • Creado por
    Jubilee Media
  • Años en activo
    2025 - 2026
  • Episodios
    46
  • Clasificación
    Explícito

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