Grape Therapy: Bridin’ Dirty in Chicago with ...

#989. Serena Kerrigan went on 50 first dates on Instagram Live, built an entire career out of her dating life, and somehow still has some WILD stories to tell. The self-proclaimed Queen of Confidence joins Kaitlyn to question whether modern dating advice has completely lost the p ...  Show more

#988. From sleeping in her car to selling over 30 million albums, Jewel has lived a life that sounds almost too unbelievable to be true. The Grammy-nominated singer-songwriter joins Kaitlyn for an unforgettable conversation about the childhood that shaped her, the dark side of fa ...  Show more

We have the hilarious and beloved Andrew Collin back in studio for another banger. We're talking about glowing up later in life, self-confidence, moving across the country and going through transitional (and often tough) times with your partner, and the fights you get in when you ...  Show more

Kevin & Jenna share a bottle of wine with Bachelor / Bachelorette superstar KAITLYN BRISTOWE and her bestie / Booje Media founder CLIO DE LA LLAVE as they talk about meeting on a boat - working in the same Vancouver restaurant - and NEARLY being casted on the same season of the B ...  Show more

In this week’s hilariously chaotic episode, Kennedy is joined by her best friend, Trent, for a long-awaited reunion on the podcast. The duo dives into their signature banter, from the hilarity of wig shopping to reminiscing about growing up in a small town. Kennedy and Trent shar ...  Show more

The ladies favorite Bachelor, Nick Viall, is joining Keltie and Jac as a co-host to prep for the live show in Chicago. He’s sharing some of the the dating advice from his new book, “Don’t Text Your Ex Happy Birthday” and why he loves Harry Styles. Check out our amazing sponsors!! ...  Show more