Denis Leary on Boston, sports, and finding comedy with the help of a nun

The first episode of 2026 and it’s a big one! S.E. sits down with fellow M***hole, Denis Leary in a super fun and hilarious conversation about Denis’ childhood, his path to acting and his favorite early work. The two also can’t help but dive into all things Boston and S.E. forced Denis to reveal so…

Celebrating S.E.’s favorite question

Happy New Year’s Eve! If you’re an avid listener, you know how S.E. likes to end her interviews, with her favorite question: When is iced coffee season? And if you’re an avid listener, you’ll know there’s a right and wrong answer. What better way to recap the year — and look back a the fantastic sl…

Replay: Larry Wilmore on the Reiners

Today, we're sharing a favorite Off the Cupp episode from 2024: a conversation with Larry Wilmore. In it, S.E. and Larry talked about Rob Reiner and his dad, Carl Reiner. It was a really good conversation about so many things, from parenting to comedy, but it just so happened that the Reiners' figu…

Talkin’ Politics: Has intra-party fighting just become the point?

Tis the season to reflect back on a year that, more than anything else, was marked by intra-party fights. S.E. recaps the many ways the Democrats and Republicans — and MAGA — are their own worst enemies. Has fighting just become the point? S.E. also singles out Ben Shapiro’s Talking Points USA spee…

Comedian Aparna Nancherla on anxiety, depression, perimenopause, and comedy

It’s the holiday season, and that can often mean a mixed bag for mental health. Between all the joy and merriment (and Hallmark movies), there’s often also the extra burden of shorter days, familial complications, the pressure of expectations, and loneliness. Luckily for all of us who experience th…

S.E.’s Talkin’ Coffee … from arabica to Agrabah

S.E. is back with her producers Lauren and Derrick to discuss all the news that's fit to sip, including an in-flight coffee controversy, celebrity coffee brands, how coffee can help blueberries last longer in the fridge, and the personality traits associated with French press coffee drinkers. But f…

Talkin' Politics: Steve Israel and the slow unraveling of the Trump presidency

This week on Talkin' Politics, Trump finally returns to the issue his voters care about — affordability. But instead of outlining all the ways he intends to improve the economy, Trump this week gaslit voters, telling them the economy is great and their feelings on the matter don't matter. Well, S.E…

Chris Noth on men, messiness, and Mr. Big

This week, S.E. talks to Chris Noth, known for his memorable roles on Sex and the City and Law and Order. Chris talks about those iconic projects, but SE and Chris go deep on childhood and the loss of his father, how a boarding school in upstate New York saved him, what he's learned about mental he…

On Politics AND Anxiety, Is Hollywood the Answer?

On this week's Talkin' Politics, S.E. sits down with Emmy-nominated producer and writer Scott Stenholm. Scott comes with some really important insights into the role Hollywood should and shouldn't play in our lives. He's also thinking a lot about our collective, social-media-related mental-health c…

Andrew Yang is trying to solve our tech addiction

Technically yes, S.E. is sitting down with a politician this week, and keen listeners know that Off the Cupp is S.E.'s break from all that. But Andrew Yang is an exception to the rule. He's also a dad, ice cream addict, entrepreneur, and consistent risk taker who ran for president in 2020 despite h…