Whitney Cummings: From Postpartum to Power Moves — Roseanne, Big Baby Tour & Bold Jokes

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.

GO BACKSTAGE WITH GENTRY THOMAS

STEP BEHIND THE SCENES WITH GENTRY THOMAS, WHERE MUSIC LEGENDS, SPORTS ICONS, COMEDIANS, ACTORS, AND HOLLYWOOD HEAVYWEIGHTS SHARE THE STORIES YOU DON’T ALWAYS HEAR.

With his cool, laid-back interview style, Gentry gets his guests to open up about the defining moments of their lives and career, from their biggest failures and toughest setbacks to the hard work, determination, and unexpected breaks that helped them rise to the top.

These aren’t ordinary celebrity interviews. Each episode goes beyond the headlines to reveal the real people behind the fame, the lessons they learned along the way, and the unforgettable stories that happened when the cameras weren’t rolling.

COME FOR THE FAMOUS NAMES. STAY FOR THE STORIES. GO BACKSTAGE WITH GENTRY THOMAS.