Live! Billy Dees, Sara Alessandrini, and Sam Wooldrik – Iran, Immigration, Epstein & More

This live episode (Mar 19, 2026, 8:00pm EST) of The Billy Dees Podcast brings together host Billy Dees, filmmaker and commentator Sara Alessandrini, and podcaster Sam Wooldrik for a wide-ranging, unscripted discussion that reflects the fast-moving and often chaotic nature of today’s media and political landscape. 

The conversation moves fluidly across major global and domestic issues—including tensions with Iran, immigration policy, and the ongoing intrigue surrounding the Epstein case—while also examining how these topics are shaped, distorted, and amplified by modern media and the podcasting space itself. At its core, the episode explores how public discourse has become increasingly polarized, emotional, and, at times, disconnected from nuance or reality. 

Clip from the Episode

Throughout the discussion, each guest brings a distinct perspective shaped by their background and experience. Alessandrini offers an international lens, emphasizing the complexity of global events and the importance of understanding cultural context, while Wooldrik provides insight into the evolving podcast ecosystem and the challenges of navigating misinformation, sensationalism, and audience expectations.

Billy Dees anchors the conversation with a focus on media responsibility and the need for balanced, thoughtful dialogue. Together, they highlight a central tension of the modern era: the struggle to maintain credibility, reason, and meaningful conversation in an environment increasingly driven by outrage, virality, and competing narratives.

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