Off the Cupp with S.E. Cupp

iHeartPodcasts and Reasoned Choice

S.E. Cupp needs a break -- from the news, from politics, from the triggering headlines and heated discussions … from the mental load of it all. Off the Cupp is just that. It’s a place to get loose and personal, to talk about what’s going on in our lives - beyond (and, yes, maybe because of) the news. Through a lens of mental health, S.E. invites her famous guests — celebrities, athletes, authors, journalists, politicians, reality stars — to share their life stories, their trials and tribulations and to talk about what it’s like living in this world, even when this world can feel like a lot.

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132 episodes
Updated July 1
Explicit

Episodes132

Newest first

April 1 · 40 min
Saying the quiet things out loud: Perimenopause edition
Why, in this day and age, is there still such a shroud over women's health? It's wild that half of the planet experiences perimenopause (and its varied symptoms) and yet there's very little public and private discussions about it! If you're a close listener of the show, you'll know perimenopause has come up in conversations with Sherry Shepherd and Heather Dubrow, among others. There’s obviously a need. Because saying the quiet things out loud is what SE loves to do, she's dedicating a whole episode of Off the Cupp to perimenopause, the myths, the honest truths, and what can help! Joining S.E. is resident expert Dr. Mary Clair Haver, a board certified OBGYN and founder of Mary Claire Wellness, which focuses on women's health in midlife. She also has several books out on the subject, including The New Menopause and The New Perimenopause. So, let's get comfy — while we get uncomfortable — and dive in! See omnystudio.com/listener for privacy information.
March 27 · 30 min
Talkin' Politics: How to decode Trump's spin on the Iran war
On this week's Talkin' Politics, we return to Trump's favorite topic — the Iran war. It's not that he's NOT talking about the war. Trump talks about it all the time! It's just that what he says doesn't make any sense. One day he screams, "The war is practically won!" The next moment it's, "The war needs winning! Another day he claims the war is practically over! The next moment he warns it could go on for a while. He practically rolls his eyes at the suggestion that this war would require boots on the ground. And the next moment, it's (you guessed it) we'll probably have boots on the ground. So ... what's really going on? S.E. has a professional Trump translator in her friend, CNN colleague and lead global security analyst at the Washington Post, Josh Rogin. Rogin tells us what we're not being told about the Iran war. And more from S.E.'s hot take on the week! See omnystudio.com/listener for privacy information.
March 25 · 1 hr 4 min
Late night legend Craig Kilborn: 'I guess podcast is king'
This week, S.E. continues her streak of broadcast-legend guests (see: Sally Jessy Raphael, Ricky Lake, Josh Mankiewicz, Andy Cohen, & more!) with Craig Kilborn! Craig talks about being the original Daily Show host, his dream-job late night spot, and how, after a career getting to do a little bit of everything, Craig is finally doing something he's really pinned for — and he breaks that news right here on Off the Cupp! See omnystudio.com/listener for privacy information.
March 21 · 39 min
Talkin' Politics: Forget Democracy, we need the government to function first
On this week's Talkin' Politics, S.E. wonders, what is Tulsi Gabbard's end game? The Director of National Intelligence embarrassed herself during a hearing on the Hill this week defending Trump's decision to go to war with Iran and that's after spending her political career fighting the very existence of endless wars. Confusing! But also, did you know there's STILL a government shutdown going on? If you've traveled lately, you've probably felt the sting. If you haven't yet, just you wait because if Congress can't right this ship, airports are going to shut down just in time for spring break. What a thrill to be an American! S.E. gets into all of it with her CNN colleague and host of the TrailBlaze podcast, Jamal Simmons. See omnystudio.com/listener for privacy information.
March 18 · 1 hr
Barstool Sports’ Kevin Clancy’s advice? Don’t start a podcast
This week, S.E. chats with Barstool Sports’ Kevin Clancy (KFC) about social media, his decision to end his popular podcast, and how he navigates internet fame, virality (not the good kind), and staying authentic. They talk controversies, share strong opinions, and offer advice for aspiring content creators (advice that S.E. isn’t taking personally). And stay tuned for a very fresh lightning round and everybody’s favorite subject … pizza. See omnystudio.com/listener for privacy information.
March 16 · 37 min
S.E.’s Talkin’ Coffee … and RFK Jr. better listen!
S.E. is back with her producers Lauren and Derrick to discuss all the news that's fit to sip, including an alarming attack by the United States Secretary of Health and Human Services on S.E. spiritual home, Dunkin’ Donuts. Plus, Lauren reports on the “damn fine cups of coffee” she had on a recent visit to a Twin Peaks gathering. See omnystudio.com/listener for privacy information.
March 14 · 33 min
Talkin' Politics: Bombs and bombast
This week on Talkin’ Politics, S.E. lays out the many baffling statements President Trump has made regarding the war in Iran, its progress, and its objectives. He doesn’t sound like a president talking about war. Then, S.E. dives further into the week’s news with former Pennsylvania representative Charlie Dent. See omnystudio.com/listener for privacy information.
March 11 · 56 min
Everybody loves Phil Rosenthal
Oh this is fun! This week, S.E. gets to spend an hour with the hilarious and delightful Phil Rosenthal, TV writer, producer and host, best known for the long-running sitcom Everybody Loves Raymond and his Netflix food/travel series, Somebody Feed Phil. S.E. and Phil get into his early acting desires, how 'Raymond' came to be, and how he manages the rejection inherent in the business (not to mention the business's rocky evolution). He shares some of the real-life stories that made his beloved sitcom so relatable and talks about his love of diners (and why he recently opened his own.). Also, Phil and his daughter, Lily, just released their second children's book, Just Try It! Someplace New (available now), a picture book about anxiety and change. See omnystudio.com/listener for privacy information.
March 7 · 32 min
Talkin' Politics: Texas, Iran & Noem, oh my! [w. Adam Kinzinger]
It has been a week (de ja vu) and S.E. attempts to tackle it all on this week's episode of Talkin' Politics. Where to begin. There's the Texas primaries and what the results mean for the midterms. There's the war with Iran that we are now engaged in. And the week capped off with the Department of Homeland Security Secretary, Kristi Noem getting unceremoniously fired. And S.E. gets into all of it with her friend and former Congressman Adam Kinzinger. Buckle up! See omnystudio.com/listener for privacy information.
March 4 · 48 min
The perfect storm of midlife
If you're a close listener of Off the Cupp, you will have picked up on one of the themes running through a lot of S.E.'s conversations — midlife. S.E. has talked with guests from Wings' Steven Weber to comedian Sherri Shepherd, to The West Wing's Janel Maloney about this moment in life where you start to take stock of your life and career, often fighting or leaning into this feeling of upheaval. But why is this period so tumultuous and how can we make it work for us? On this episode of Off the Cupp, S.E. dives into these questions with someone exploring them and this topic deeply. Author and journalist Stacey Lindsay shares the insights she learned writing her forthcoming book, Being 40: The Decade of Letting Go — and Embracing Who We Are (pre-order now). There's lots to learn about the emotional, physical, and sometimes existential tenor of this decade — whether you’re past it, in it, or looking down the 40s pipeline. See omnystudio.com/listener for privacy information.
February 28 · 42 min
Talkin' Politics: Are Republicans rigging the election to win it?
This week on Talkin' Politics, S.E. tackles Trump's grand delusions from his State of the Union speech and the very real disaster ahead for Republicans who are trying to get reelected in Trump's dismal economy. What are Republicans to do? How about cook up a national emergency that will give Trump extraordinary power over voting? That’s what a 17-page draft executive order suggests — that Republicans are out of policy ideas and their only solution for staying in power is to rig the election to win it. S.E. is joined by The Bulwark's Tim Miller to talk about it all! See omnystudio.com/listener for privacy information.
February 25 · 51 min
Dana Bash on presidential debates, doggy daycare, and streaming to escape
S.E. gets candid this week with her friend and CNN colleague, Dana Bash on the challenges of journalism, the impact of politics on their personal lives, and the ways they find escape in pop culture. They dive into Dana's career, the sisterhood she found in media and her dream job (if she's being totally honest). Dana also reveals the thing that she's done that's scarier than moderating a presidential debate (because of course she's done that, too). See omnystudio.com/listener for privacy information.
February 23 · 42 min
S.E.'s Talkin' Coffee … and character-based creamers
In this episode, S.E. sits down with her producers Lauren and Derrick to taste-test the I.P.-branded coffee creamers she mentioned in her last T.C. episode: creamers based on Harry Potter and Paris Hilton. Is the taste magical? Or do you need to be born with glitter in your veins to think so? Come for our answers to those questions, stay for all the news that’s fit to sip. See omnystudio.com/listener for privacy information.
February 18 · 40 min
Sally Jessy Raphael on Bad Bunny, the French, and her storied career
S.E. sits down with ICON Sally Jessy Raphael to talk about her incredible career in journalism and as a talk show host. Sally takes us back to her days on the radio, reporting in the field, and famous glasses. Sally, who spent more than 40 years in Puerto Rico, talks Bad Bunny and the island that she loves. Stay tuned for Sally's very strong feelings about France and why she's actually an introvert. It's an unforgettable conversation and S.E. gets to share why Sally is such an icon and influence for her. See omnystudio.com/listener for privacy information.
February 13 · 21 min
Talkin' Politics: A warning to Republican lawmakers: Save yourselves
On today's Talkin' Politics, S.E. takes a look at Trump’s latest poll numbers, which show cratering support on even his signature issues of immigration and the economy. Trump roundly defeated Biden in 2024, but voters are now saying they prefer his job performance to Trump’s. Then, she looks ahead to the Democratic Party’s plans for the midterms with her guest, Pennsylvania Congressman Brendan Boyle. See omnystudio.com/listener for privacy information.
February 11 · 56 min
Andy Ostroy on optimism and resistance
This week, S.E. invites back her first repeat guest! Andy Ostroy is a writer, producer, director, podcast host, nonprofit founder, and a candy store owner. In his first interview, Andy shared the tragic story of his late wife — the actress, director, and screenwriter Adrienne Shelley — her brutal murder in 2006, and Andy's fight for justice. If you haven't listened to that, start there. This time, S.E. and Andy explore mental health in this age of political and just general news coverage. They talk about the ever-evolving media landscape, the surprising therapeutic benefits of Substack and they dive into some news, including the Epstein files, the 2028 presidential election and Trump's health. See omnystudio.com/listener for privacy information.
February 5 · 36 min
Talkin' Politics: Trump wants to nationalize elections. Believe him.
On today's Talkin' Politics ... where to begin. How about Trump's proposal that we nationalize elections?! This, of course, is despite the Constitution's insistence they be decentralized. But when has the Constitution ever stopped Trump from dreaming big. S.E. unpacks the dangers of this, the very real preparations some states are taking in the event of a 'federal intervention' in our midterm elections, and more. She's joined by CNN legal analyst Elie Honig who weighs in on the threat to the midterms and several other big stories, including Epstein. He also brings a fantastic Clinton story. Stay tuned! See omnystudio.com/listener for privacy information.
February 4 · 1 hr 10 min
Alisyn Camerota on punk nostalgia, vinyl parties, and reinvention after loss
One of the thrills of having this podcast is that S.E. gets to sit down for a luxurious amount of time with her friends. And this episode is a special one for that reason. S.E. brings on her friend and fellow journalist Alisyn Camerota. They talk about Alisyn's nostalgia for the 'unpainted' punk 80s, why she was an "impatient and problematic employee" in her early days, their shared experiences at Fox News and carving out a life and a career in an unstable industry. They also dig into family life, relationships, and grief, which is still fresh for Alisyn who lost her husband to cancer in 2024. It's an emotional conversation but a fun one, too. Alisyn Camerota is an award-winning journalist and author of Combat Love. Find out more about her retreat here. See omnystudio.com/listener for privacy information.
January 30 · 35 min
Talkin’ Politics: The politics of Minnesota and beyond
On this episode of Talkin' Politics, S.E. talks shifting vibes and rhetoric around the ICE presence in Minneapolis, the continued verbal hypocrisies of the Trump administration and the tension between an inner circle that doesn't really want to change tactics and Republican lawmakers who can see the writing on the wall for 2026. Speaking of which, S.E. gives her hot, hot take on the midterms and brings on journalist and friend, Jamal Simmons to help suss out 2028 (yes) and the Democratic contenders. Get more of Jamal at his Kill the Spider Substack and Trailblazer, his 2028 presidential campaign podcast. See omnystudio.com/listener for privacy information.
January 28 · 46 min
Heather Dubrow Gives Too Many F's
If you are a Bravo fan, this is a very special episode for you (and S.E.). S.E. get's to dish with one of her favorite Bravolebrities, Heather Dubrow, from the Real Housewives of Orange County, Malibu Country, Hot in Cleveland, and so many more. And it's a very full conversation about anxiety, parenthood, the joy — and chaos — of reality TV and finding yourself despite the pressure of it all. If you're looking from some relief from the news, you're in the right place. See omnystudio.com/listener for privacy information.