It's a thrilling penultimate episode of Off the Cupp Season 1 with one of the coolest guests ... Broadway (and TV and movie)  star, Christopher Jackson!  S.E. indulges in ALL the musical theater, behind-the-scenes action Christopher can offer from The Lion King to In the Heights to Hamilton. Christopher shares his journey from small-town life in Cairo, Illinois, to the grand stages of Broadway and television. He talks about his deep relationships with creative giants like Lin-Manuel Miranda and the impact of the entertainment of his youth, from MTV to Will Smith and the Fresh Prince of Bel Air . The conversation also takes a poignant turn as Christopher delves into his family's personal experiences with his son's autism diagnosis and his own advocacy. This episode has got a little something for everyone — heartfelt stories, humor,  maybe a few tears, and a very Broadway themed lightning round.

See omnystudio.com/listener for privacy information.

This week S.E. chats with Michael Kelly, star of House of Cards and Jack Ryan, among so many more. They talk about Michael's serendipitous start in acting, his deep love of baseball, and when he almost quit acting (and what gave him the courage to continue). S.E. and Michael get honest about managing demanding careers and parenting, the pain of missing milestones and also the need to pursue one's passion. Stay tuned for a very special lightning round spanning facial hair, politics and sports.

See omnystudio.com/listener for privacy information.

This week, S.E. sits down with James Van Der Beek, an actor known for so many iconic roles from Dawson's Creek to Varsity Blues to The Rules of Attraction. Now James is using his platform to share his life-changing cancer diagnosis and amplify the life-saving need for early detection. S.E. and James delve into his emotional journey from diagnosis, to treatment to the profound realizations about identity and resilience. Stay tuned for a delightful and surprising lightning round tailor made for James.

See omnystudio.com/listener for privacy information.

This week, S.E. enters the Bravoverse with Scheana Shay! The Vanderpump Rules reality star opens up (even more) in her new memoir, My Good Side. S.E. and Scheana get into all the drama from the set to the page, but they also get personal about the darkest parts Scheana revealed in her book, her struggle with anxiety around her kid and parenting, and how she is finding ways to be in the moment rather than her head.

See omnystudio.com/listener for privacy information.

On this edition of Talkin’ Coffee, S.E. shares a story about the predator in her backyard, a banger of a coffee-inspired idea, and gets into another Gen Z coffee trend — is it suss? You decide! S.E.’s joined, as always, by her producers Lauren and Derrick and the trio dive into into all the news that’s fit to sip!

See omnystudio.com/listener for privacy information.

This week it's chef and restauranteur Rocco DiSpirito! You know two of S.E.'s favorite things are reality TV and restaurants, so it's a real treat that S.E. gets to talk to probably THE person who reality food TV on the map. They talk about why he doesn't have boundaries in his work and life, what stage of his career he's in, what those early reality days were like (and an industry secret not even S.E. knew about) and why he loves therapy. And stay tuned for a VERY satiating lightning round and find out THE food you should be eating right now and some controversial opinions about shellfish and cheese. 

If you're heading to the Hamptons, check out Rocco's pop-up in South Hampton through Labor Day 2025.

See omnystudio.com/listener for privacy information.

This week it's the ultimate reinventionist, Ricki Lake! S.E. finds out how Ricki Lake manages to always take big swings in her career — from her out-of-the-blue starring role in Hairspray, to becoming a talk show legend in her 20s, to making a very personal and revealing documentary — and doesn't get pulled under by self doubt and the pressures of a fickle business. Ricki shares some of her personal heartache and why, despite it all, she can still view life optimistically. She talks about the shock of losing her home in the LA wildfires, her return to New York City and why she's living her best life now. And stay tuned for a very musical lightning round!

See omnystudio.com/listener for privacy information.

This week, S.E. chats with Jennie Garth! The 90210 star talks about how she maneuvered the Hollywood machine as a teenager, her ups and downs with the industry, and how it was faith in herself that freed herself from the hamster reel. S.E. and Jennie get personal about how they face the fissures in their careers and debate the merits of reinvention. And stay tuned for a nostalgic lightning round! Plus, Jennie shares the skin care she used in the 90s that she still swears by. Check out more of Jennie Garth on the I Choose Me podcast and keep an eye out for her memoir, I Choose Me, out spring 2026.

See omnystudio.com/listener for privacy information.

This week, it's singer-songwriter Eric Hutchinson! S.E. shares the story of how her and her husband came to find Eric's music. Eric talks about the song-writing process, how not to write a song that's already been written and some of the wild (and hilarious) story sources for some of his songs. The pair also talk and debate the best singer-songwriters of all time, the surprising connection between Seinfeld and Paul Simon, their complicated feelings around kids music and censorship and why there still isn't a song of the summer! Also ... S.E. sings! Stay tuned for a very lyrical lightning round! Eric is on tour through November 2025! Check out his updated shows here. Eric’s latest album, “Cliff Notes — Best of Eric Hutchinson 2014-2024,” is out now.

See omnystudio.com/listener for privacy information.

This week, S.E. chats with National Treasure and The Hangover star Justin Bartha! S.E. and Justin find they have a LOT in common, including a shared hometown — at the same time — in Michigan. Justin talks about the lengths he went to follow Robert De Niro into the business, his first big break in — and the fallout from — the much-maligned movie Gigli and how he carved a surprising path forward. He shares his own mental health journey and how he's able to keep Hollywood at a healthy distance, even if it impacts his career. There's also a very fun Hangover themed lightning round, so stay tuned! Justin's new movie, Nuked, is available to stream starting July 11.

See omnystudio.com/listener for privacy information.