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After an illustrious tennis career, of course Chris Evert cherishes the wins and broken records. Yet, the sting of defeat is also etched in her memory, marked by days secluded in hotel rooms with the worst missteps replaying in her mind. Life as a high-profile athlete began for Chris as a teenager, and it opened her up to intense scrutiny from tabloids. But it also brought unprecedented levels of recognition and equality to the sport, introduced her to lifelong friends, and helped her grow in countless ways. Chris’s journey has continued to offer a mix of highs and lows, and as she speaks with me from retirement, she shares how she’s found even more ways to view the world around her, from her beloved sport to her ever-evolving spirituality.

As a founding member of the band Toto, Steve Lukather is well aware of the song you probably know him for. But Steve, known to most as “Luke”, has plenty of other claims to fame. Luke is a seriously talented guitarist and writer with more than a dozen albums to his name from Toto alone, not to mention an almost infinite number of credits and Grammys from his session work with stars like Paul McCartney and Quincy Jones. It all started with the enthusiasm that Luke’s parents expressed for a musical career, guiding him toward frequent lessons, hard work, and the practice of showing up to a studio every day and putting in the hours. Being a working man is what led him to where he is — and, as any young player would dream, it’s also what got him the ultimate compliment from Jimmy Page.

Graydon Carter, the editor whose two decades at the helm of Vanity Fair transformed the publication, sure knows how to curate. He made the magazine into the cultural touchstone it is today (think: the much-photographed Vanity Fair Oscars Party, the viral celebrity lie-detector tests), though not without trial, error, and lots of nerves. He and I talk about his long tenure, the pitfalls of a project not having a “point,” and what he gets out of being at the head of a completely new enterprise, the digital magazine Air Mail. It’s a creative conversation I didn’t know I needed, and one I’m very glad I had.

In 1999, the musician Bree Sharp released a single titled “David Duchovny,” off her debut album, A Cheap and Evil Girl. Despite it being the early days of the internet, the song — with its refrain “David Duchovny, why won’t you love me?” — found its way to me, as did the surprise music video that a bunch of people came together to make for our X Files Christmas party. In the time since, Bree and I have only spoken a handful of times — so for the first time, she and I sit down to talk about how and why she wrote the song, what it’s meant for her career, and all the thoughts I’ve been sitting on about the lyrics. Then, finally, Bree gives a full performance undisturbed by my commentary, and we time-travel back to the moment this first entered the world. Or maybe you just Want To Believe that.

To me, there are few sitcom characters more memorable than Steve Urkel on Family Matters. So getting to talk to the actor Jaleel White — about his approach to acting, his take on Hollywood in the ‘90s and now, and what it’s meant to have a character follow him into adulthood — was as illuminating as I’d expected. As a pillar of show business and an astute observer of it, Jaleel is someone whose perspective I deeply appreciate. Plus, his new memoir ‘Growing Up Urkel’ is thoughtful and nuanced, and I’m grateful we could reflect on it together.

Peter Singer has a pretty simple mission: minimize the suffering of all living creatures. But a seemingly straightforward objective can lead to some surprisingly thorny questions. As a philosopher and professor, he’s spent decades pondering the ethical dilemmas that come with living in the modern world. His books have ignited movements — from animal rights to wealth equality — but his deeply personal work, confronting family, legacy, and inherited pain, also resonates. I’ve admired Peter’s work for years (it’s a huge part of why I stopped eating meat in college) and I was honored to sit down with such a brilliant thinker.

Kenya Barris, the creator of “Black-ish”, knows a thing or two about resilience. Eighteen failed pilots before he finally struck gold? That’s dedication — and, as it turns out, a family value. I’d always been drawn to Kenya’s humor and storytelling, but during our conversation it really clicked how much his experience as a father — and, as he openly shared, navigating divorce — informs his work. We delve into the intricacies of comedic structure, the tightrope walk that is satire for Black creators, and the moral considerations of challenging the status quo. Plus, we reflect on our time on set together. I’m a huge fan of Kenya’s, and if you aren’t already, I have a feeling you will be soon.

As someone who knows tech giants like Elon Musk more deeply than most reporters, Kara Swisher doesn’t have a ton of patience for them. But that doesn’t mean she doesn’t have empathy. Reflecting at this pivotal moment, she’s stripping away the facades of these powerful men to reveal their true characters (typically, cringeworthy pretenders). She and I share an energetic back-and-forth about what makes these disruptive innovators tick, what worries her about that, and what, despite it all, still manages to make her feel hopeful.

While Maggie Wheeler is known by millions as the iconic Janice on ‘Friends’, she has been my real-life friend for even longer. Back in the late 80s, we made our film debuts together, playing former lovers, which is a distinction we shared in real life, even at that time. And we’ve stayed close even as our lives and careers went off in the various ways lives and careers go. She and I talk about things that I knew she went through, and things I didn’t know until now. The mistreatment that Maggie experienced behind the scenes, and sometimes out in the open, still shocks me, and it reinforces the fortitude, creativity, and generous spirit that Maggie has always had. It’s my deep pleasure to be able to share my experience of who Maggie is with you all.

This week, I’ve got some more behind-the-scenes content for you. As you know, at the end of each episode you hear a little snippet of my thoughts from after the interview wrapped up. What you might not know is that I share the full version of those thoughts with our Lemonada Premium subscribers each week. Today, I’m giving you all a chance to hear what those are like. And I figured, why not give you a chance to hear my thoughts on the guests that you’ve been listening to the most? These are all from fan-favorite interviews, some of our most-listened-to episodes.