

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.
Episodes
Mentioned books

Oct 19, 2025 • 58min
Is There Only One Way to Read the Bible? | Surrounded Follow-Up w/ Allie Beth Stuckey
Allie Beth Stuckey, a Conservative Christian commentator and author of 'Toxic Empathy,' engages with John Regalado on faith and societal issues. They dive into the complexities of homosexuality in the Bible and the moral implications of abortion. Allie argues that laws reflect moral beliefs and discusses the importance of distinguishing faith from political ideologies. She challenges the notion of toxic empathy and addresses the church's stance on same-sex marriage, advocating for loving dialogue while maintaining doctrinal integrity.

Oct 12, 2025 • 1h 44min
Allie Beth Stuckey vs 25 Liberal Christians
Allie Beth Stuckey, a conservative Christian commentator and author of 'Toxic Empathy,' engages in a captivating debate with 25 liberal Christians. She defends her views on marriage, arguing it should remain a union between a man and a woman, and addresses the complexities of same-sex relationships. Stuckey also labels abortion as a grave moral evil, emphasizing biblical teachings. Additionally, she controversially claims that empathy can sometimes lead to sin when divorced from truth, and contends that progressivism clashes with core Christian beliefs.

Oct 5, 2025 • 1h 1min
Are We Really Going To End All Abortions? | Surrounded Follow-Up w/ Lila Rose
Lila Rose, a prominent pro-life activist and founder of Live Action, joins John Regalado for a thought-provoking discussion on abortion. They delve into the Catholic perspective on sex and reproduction, debating when life truly begins. Lila shares her vision of eliminating abortions through enhanced social support and cultural shifts. She also tackles controversial topics like the role of contraceptives and the implications of outlawing abortion for rape survivors, all while emphasizing respectful dialogue and the foundational right to life.

Sep 28, 2025 • 1h 9min
Andrew Callaghan vs 20 Conspiracy Theorists
Andrew Callaghan, an American journalist and YouTuber, dives into a heated debate with 20 conspiracy theorists about explosive topics. He argues that QAnon is baseless, while exploring the media's role in shaping conspiracy movements. Callaghan defends the mainstream narrative of 9/11 and discusses Hunter Biden's laptop, asserting there's no proof of Joe Biden's corruption. The conversation even veers into flat Earth theories, where Callaghan staunchly supports a spherical Earth. Amidst the skepticism, he finds common ground, revealing the genuine concerns of the theorists.

Sep 21, 2025 • 1h 44min
Lila Rose vs 25 Pro-Abortion Activists
Lila Rose, founder of Live Action and a prominent pro-life advocate, engages in a heated debate with 25 pro-choice activists. They explore the emotional and physical impacts of abortion, with personal testimonies contrasting regret and relief. The discussion delves into the moral justification of abortion, raising tough scenarios like rape and incest. Philosophical arguments about personhood and legal interpretations of abortion rights also surface, highlighting the complex interplay of healthcare, bodily autonomy, and survivor experiences.

Sep 14, 2025 • 1h 47min
Dean Withers vs 20 Trump Supporters
19-year-old Dean Withers, a passionate liberal debater, takes on 20 Trump supporters in a fiery showdown. He fiercely argues that Trump is a racist and dismisses his concern for Americans. Dean contends that Kamala Harris could lead better, sparking a heated examination of both politicians' backgrounds. The discussion dives into Trump's economic legacy, immigration policies, and the true essence of family values, revealing deep political divides and contrasting views on patriotism and moral implications. Can Dean hold his ground?

Sep 7, 2025 • 1h 18min
Is Capitalism The Best We Can Do? | Surrounded Follow-Up
In a riveting discussion, participants share their journeys toward anti-capitalism and the disparities they've faced. They tackle wealth redistribution, critiquing the ultra-rich and exploring potential reform. Personal stories illuminate the emotional effects of poverty, job market struggles, and healthcare failures. A spirited debate highlights the intricacies of capitalism versus socialism, emphasizing the importance of systemic change. The impact of mental health discussions and community support emerges as a crucial theme, inviting empathy and reflection on societal challenges.

Aug 31, 2025 • 1h 47min
Patrick Bet-David vs 20 Anti-Capitalists
Patrick Bet-David, a bold entrepreneur and founder of Valuetainment Media, engages in a spirited debate with 20 anti-capitalists. He defends capitalism's role in reducing poverty and challenges the feasibility of wealth redistribution. The conversation delves into the ethics of profit in healthcare, critiques historical economic systems, and debates personal responsibility and employment opportunities. With passionate arguments, Bet-David navigates through the ideological complexities of capitalism versus socialism, all while addressing the societal implications of economic disparities.

Aug 24, 2025 • 57min
How Radical Is Amanda Seales? | Surrounded Follow-Up
Amanda Seales, a comedian and social commentator known for her sharp insights, joins John Regalado to discuss memorable moments from her heated debate with black conservatives. She dives into the necessity of reparations and critiques policing, advocating for alternatives like socialism to uplift Black Americans. Amanda reflects on the complexities of racial dialogue and challenges surrounding systemic racism, emphasizing the importance of cultural identity and community engagement in political discussions.

Aug 17, 2025 • 1h 36min
Amanda Seales vs 25 Black Conservatives
Join Amanda Seales, a dynamic comedian and cultural critic, as she faces off against 25 Black conservatives in a thought-provoking discussion. They tackle the complexities of reparations, debating whether financial compensation is justified or if education holds more weight. The talk shifts to systemic racism, underinvestment, and the realities of Black-on-Black crime, with personal stories shedding light on community resilience. With a focus on political representation and the nuances of identity, this conversation challenges conventional views and demands deeper understanding.