Backstage With Gentry Thomas

In this laugh-filled episode of Backstage Pass with Gentry Thomas, comedian Matt Rife sits down with Gentry to talk about life, laughter, and what it really means to pursue comedy full throttle. Matt is currently out on his Stay Golden tour, bringing his sharp wit and electric stage presence to audiences everywhere. Want to catch him live? Get tour dates and tickets here: Stay Golden Tour

Matt opens up about what touring life is like — the highs, the travel, the crowds, and the unexpected moments that keep him energized show after show. He also shares his honest perspective on growing up and performing, including how he didn’t peak in high school (despite what anyone might’ve thought) and how that shaped his drive to succeed.

The conversation turns heartfelt as Matt talks about his connection with the late Ralphie May, one of comedy’s most beloved and influential performers, and how that friendship and mentorship helped him grow both as a comedian and a person. Matt’s love for comedy shines throughout, as he reflects on what keeps him passionate about performing, writing new material, and connecting with audiences night after night.

Whether you’re a longtime fan or new to his work, this episode offers laughs, inspiration, and a deeper look at one of comedy’s brightest voices on the rise.

In this candid and hilarious episode of Backstage Pass with Gentry Thomas, stand-up superstar Whitney Cummings joins Gentry to talk about life, laughter, and everything in between. Whitney is currently on the road with her new comedy run, The Big Baby Tour — a bold, honest, and uproarious set that fans won’t want to miss. For tour dates and tickets, visit: https://www.whitneycummings.com/tour

Whitney opens up about the profound changes she’s experienced since becoming a mother, including how post-partum life has influenced her perspective on comedy, relationships, and the sheer unpredictability of life. She talks about finding humor in the everyday, how her comedy has evolved since major milestones, and how becoming a mom has reshaped what she brings to the stage.

The conversation also touches on some of the big topics Whitney has explored over the years — including her thoughts on the Epstein files, the role of AI in creative work, and reflections on her past specials and what she’s learned from them. She brings her sharp wit and unapologetic honesty to every topic, from personal growth to the challenges and joys of performing for audiences around the world.

Fans will also get a behind-the-scenes look at some of her most talked-about bits and how she builds material that resonates — all delivered in Whitney’s signature blend of intelligence, edge, and heart.

Whether you’re a long-time fan or just discovering her work, this episode is an unforgettable mix of laughter, insight, and real talk with one of comedy’s most compelling voices.

In this laugh-packed episode of Backstage Pass with Gentry Thomas, legendary comedian Bert Kreischer joins Gentry to talk about his brand-new Netflix comedy series Free Bert a wildly entertaining look at Bert’s life on the road, his family, and the absurd, hilarious moments that make him one of the most beloved voices in comedy today. Check out Free Bert on Netflix here: Free Bert

Bert and Gentry dig into some of the most memorable stories from his journey to stand-up success, including how Rolling Stone famously “discovered” him while he was a student at Florida State long before comedy became his full-time hustle.

They also talk about Bert’s unexpected and hilarious friendship with Rob Lowe, how that relationship came to be, and how it continues to surprise him. Along the way, Bert reflects on what made him fall in love with stand-up comedy, how he hones his craft, and why storytelling even the outrageous stories is at the heart of what he does.

From wild college tales to life on tour, this episode is equal parts hilarious, heartfelt, and totally Bert perfect for comedy fans and curious listeners alike.

During this holiday season, Backstage Pass with Gentry Thomas continues its focus on giving back, and this week we’re honored to welcome legendary songwriter, producer, and philanthropist Jimmy Jam. This marks the second week in a row where we’re spotlighting guests connected to charitable causes that make a real difference during the holidays.

Jimmy joins Gentry to promote 100 Billion Meals, a global initiative working to fight hunger and food insecurity around the world. The mission is simple but powerful: provide meals to communities in need and help ensure that families don’t go hungry—especially during the holiday season.Learn more or get involved here: https://www.100billionmeals.org/

Beyond philanthropy, the conversation dives deep into music history and creativity. Jimmy shares stories from his early days auditing tracks for Prince, and reflects on his legendary collaborations with Janet Jackson and Michael Jackson—including how trust, chemistry, and musical instinct helped shape some of the most iconic records of all time.

He also opens up about his favorite chord progressions, how emotion drives great songwriting, and his thoughtful perspective on AI and the future of music—what excites him, what concerns him, and how technology should serve creativity rather than replace it.

This episode blends generosity, legacy, and innovation—making it a perfect listen during the holidays and beyond.

In this powerful and deeply inspiring episode of Backstage Pass with Gentry Thomas, actress, author, and longtime advocate Marlo Thomas sits down with Gentry to talk about her life’s work with St. Jude Children’s Research Hospital — the Memphis‑based pediatric research and treatment center that’s changing the face of childhood cancer care.

Marlo shares why St. Jude is so close to her heart and how the hospital’s mission — ensuring that families never receive a bill for treatment, travel, housing, or food — continues to give children a real chance to survive and thrive against life‑threatening illnesses. She discusses breakthroughs in research, the importance of compassionate care, and how the legacy of her father, entertainer Danny Thomas, continues to drive progress and hope for families around the world. St. Jude+1

Throughout the conversation, Marlo and Gentry also talk about her own creative life — from her early entertainment work to her advocacy, the ways music and family shaped her, and unforgettable moments that shaped her commitment to service.

If you’re moved by Marlo’s story and want to make a difference, you can support St. Jude’s lifesaving mission here: Donate to St. Jude Children’s Research Hospital: https://www.stjude.org/give.html. Your contribution helps advance pediatric cancer research, provide top‑notch care at no cost to families, and give hope to children fighting for their lives. St. Jude

This episode is a celebration of compassion, courage, and the joy of helping families face the toughest battles — and one you won’t want to miss.