In this wide-ranging episode, American political commentator, retired talk-show host, and author Chris Matthews joins Gentry to discuss his new book, Lessons from Bobby: Ten Reasons Robert F. Kennedy Still Matters. Matthews lays out why RFK’s moral courage, coalition-building, and willingness to risk political capital still resonate—and what those lessons mean for the country now.

Grab the book here: Buy Lessons from Bobby. Simon & Schuster

Beyond the book, Chris shares a remarkable story from his younger years hitchhiking across Africa, then pivots to an unflinching conversation about the Kennedy legacy—with a special focus on Bobby. He and Gentry also unpack today’s political flashpoints: the new New York mayor and Assembly member Zohran Mamdani, the evolving crises between the U.S., Israel, and Palestine, and the brutal realities of the Russia–Ukraine war.

It’s candid, timely, and steeped in history—an essential listen for anyone who cares about American politics and the ideas that still shape it.

In this high‑energy episode, Marlon Wayans joins Gentry Thomas to give fans the full scoop on his nationwide stand‑up tour — the “Wild Child Tour.” Want to catch him live? Click here for dates and locations: MarlonWayans.com/live‑shows
He shares stories about what inspired the tour, how he crafts his live sets, and what audiences can expect from a night with Marlon.

The conversation digs into Marlon’s early days in comedy and film, including his breakthrough roles in Scary Movie, White Chicks, and his beginnings on In Living Color. He also opens up about life’s more serious struggles—watching his older brother deal with crack addiction, learning lessons in brotherhood and responsibility, and how personal pain has shaped his funny, unfiltered voice.

Marlon shares one of the wildest stories in his career: when singer Macy Gray angrily jumped on stage at one of his shows over a joke—what went down, how he handled it, and what he learned from it.

Family remains at the center of everything. He discusses his relationship with his brothers and how they influenced each other creatively, and what family legacy means in the Wayans clan.

This conversation is raw, hilarious, and deeply human—filled with laughter, life lessons, and the kind of behind‑the‑scenes honesty you don’t always get from a comedy star. Don’t miss it.

In this incisive episode of Backstage Pass with Gentry Thomas, CNN anchor Abby Phillip joins us to discuss her powerful new book, A Dream Deferred: Jesse Jackson and the Fight for Black Political Power. Dive deep into the extraordinary story of civil‑rights leader Jesse Jackson, his historic presidential campaigns in the 1980s, and how his vision reshaped American politics. Buy the book here: A Dream Deferred: Jesse Jackson and the Fight for Black Political Power

Abby and Gentry explore how Jackson’s strategies—and his underrated influence—mirror present‑day dynamics with figures across the political spectrum. They analyze how extremists and politicians alike believe they’re right in their missions, and why understanding that truth is critical.

The conversation also tackles one of the most critical issues of our time: evolving diplomacy between the U.S., Israel and Palestine, and the high‑stakes role debate and the free press still play in democracy. Abby reflects on her role at CNN, the responsibility of journalism in today’s polarized climate, and how the integrity of the story matters now more than ever.

Tune in for an in‑depth, thought‑provoking discussion on power, politics, race, and media—only on Backstage Pass with Gentry Thomas.

In this dynamic episode, Gentry Thomas sits down with actress Sydney Sweeney, who’s taking center stage in her latest role as boxing legend Christy Martin in the new biopic Christy. Sydney opens up about the intense physical and emotional preparation that went into portraying a real-life champion, sharing how her childhood background in kickboxing helped fuel the performance.

The conversation dives into her role on Euphoria, the kinds of characters she gravitates toward, and her love for playing complex, driven women. She also reveals which sport she was best at growing up, the music that pumps her up before a fight scene, and what it’s like stepping into a role inspired by real-life grit.

Gentry and Sydney talk about the making of Christy, her chemistry with the cast, and how stepping into the world of combat sports shaped her perspective on storytelling. This episode is full of punch—from action and heart to insight and inspiration. Don't miss it!

Get tickets to see Christy Here --> Buy Tickets

In this riveting episode of Backstage Pass with Gentry Thomas, veteran journalist and CNN anchor Jake Tapper joins Gentry to discuss his powerful new book, Race Against Terror: Chasing an Al Qaeda Killer at the Dawn of the Forever War. This gripping true story follows the incredible global hunt for a terrorist who confessed to killing American soldiers—and how the justice system scrambled to respond. Get your copy here: Buy Race Against Terror

Jake and Gentry dive into the evolution of counter‑terrorism strategy, analyzing how different U.S. presidents have confronted extremist threats and why every radical believes their mission is justified. They also discuss what it’s like to moderate presidential debates and the heavy responsibility of journalism in today’s polarized media culture.

Tune in for an intense, thoughtful conversation on global security, democracy, and the critical role of a free press in safeguarding our future.

In this delightful and heartfelt episode, Henry Winkler joins Gentry Thomas to talk about his new children’s book, Detective Duck: The Mystery at Emerald Pond. With warmth and enthusiasm, Winkler shares how the book was born, what kids and families can look forward to in this adventure, and the joy he finds in crafting stories for young imaginations. You can get your copy here: Detective Duck: The Mystery at Emerald Pond

The two also explore Henry’s long and celebrated career. He reflects on his time on Happy Days, recounting stories from behind the scenes that shaped both his life and the legendary show. Winkler discusses his friendship with Robin Williams, offering personal memories about working with him and the impact Robin had on his life and art.

Additionally, Henry talks about his more recent projects, including his show Hazardous History, where he continues to merge education and entertainment. Through stories, laughter, and insight, this conversation highlights Winkler’s enduring love for storytelling in all its forms.

Don’t miss this conversation with one of Hollywood’s most beloved figures — only on Backstage Pass with Gentry Thomas.

In this heartfelt episode, Kathie Lee Gifford joins Gentry Thomas to talk about her new song, “I Knew It Would Be You,” written as a tribute for the movie Reagan. She opens up about how the song came to life, what it means to her, and how music has shaped her through every phase of her life.

They also discuss her deep friendship and on‑air chemistry with Regis Philbin, how she believes a dramatic moment in her life was saved with the help of Donald Trump, and her lifelong relationship with faith, storytelling, and the power of melody.

Listen to “I Knew It Would Be You” here:
Listen on streaming platforms / buy the song — check your favorite music service for availability.

This is a warm, intimate look at a life lived in song, faith, love, and persistence.

In this episode, Sal Vulcano—comedian, actor, and one of the stars of Impractical Jokers—joins Gentry Thomas to dig into his comedy life and what’s next. Sal talks about what made Impractical Jokers such a wild success, where he first got his big break, and how delivering pizzas played into those early hustle days.

They also dig into his solo comedy career: Sal shares how he handles being a meme, what it’s like performing standup on his Everything’s Fine Tour, and how he’s grown as a performer—especially being on stage more often and pushing new material.

Plus, you’ll hear stories about the tour, what to expect, and how fans can check out his shows. For all the dates on Sal’s Everything’s Fine Tour, visit his official site at SalVulcanoComedy.com.