Comedian Michelle Buteau is the star and co-creator of the hit series Survival of the Thickest, which dropped its third and final season today. On this episode, Buteau discusses not knowing if she had enough trauma to be a comedian, why she started making money as soon as she leaned into being herself, and the deliberate decision to make her main character in Survival of the Thickest a stylist. Plus, she shares everything she’s excited about for this new season of the Netflix series, including her directorial debut.

Maria Sharapova is a five-time Grand Slam tennis champion, but after retiring from the sport in 2020, she pivoted into the world of entrepreneurship, taking on business roles for companies such as Supergoop!, Bala, and Therabody. On this episode, Sharapova shares her tips for creating a strong business pitch (hint: shorten your deck!), how she learned everything she knows about money, and details about her style evolution from the court to the boardroom. Plus, she takes us behind the scenes of her new podcast Pretty Tough, which airs weekly on Wednesdays.

Tia Williams is the best-selling author of books such as Seven Days in June and The Perfect Find, and her most recent novel, The Missed Connection, just came out on June 9. In addition to her career as an author, she also spent over 15 years as a beauty editor at magazines including Glamour, Lucky, and Essence. On this episode, Williams discusses what it was like working in print magazines during the Devil Wears Prada era, the financial decision to continue working her corporate job while writing novels, and why penning fanfic about her own life trained her to become a career author. Plus, she shares everything that went into the research process for her recent romance and detective novel.

Laverne Cox is an actress, producer, and LGBTQ+ advocate, and as of June 9, she’s also the author of her memoir, Transcendent. In this episode, Cox discusses how her childhood love of thrifting has evolved into a vintage Mugler obsession, why it feels "divine" for her memoir to come out in this political moment, and what it was like being “broke and fabulous” in New York City before she booked Orange Is the New Black. Plus, Cox shares some of her greatest writing inspirations, including bell hooks and Walt Whitman.

Whitney Leavitt first rose to fame as a member of the TikTok group "MomTok" and as a star of the subsequent reality show, The Secret Lives of Mormon Wives. Since then, Leavitt has evolved her entertainment career time and time again, competing on Dancing With the Stars and making her Broadway debut as Roxie Hart in Chicago. Now, she's embarking on yet another new chapter in her career with her production company, Leavitt Media House. On this episode, she candidly discusses her career ambitions, why leaving Secret Lives feels different this time, and what she’s learned about style from her move from the Utah bubble to New York.

Becky Kennedy, PhD, is a clinical psychologist, best-selling author, founder of the parenting platform Good Inside, and a social media creator with over 3.5 million followers. Today on the show, she’s bringing us all the methods, strategies, and mindsets people can use to become sturdy leaders in their lives—whether that’s at home with their kids or at work with their teams. She shares how she approaches her calendar, why a “same team” mentality is helpful for navigating challenging situations, and her thoughts on the concept of weaponized incompetence.

Ego Nwodim is an actor and comedian known for her seven-year tenure as a cast member on Saturday Night Live, as well as projects like Mr. Throwback and Mindy Kaling’s Not Suitable for Work. On this episode, Nwodim discusses her time at SNL—including the casting process, why it felt like a really cool corporate job, and the deep friendships she formed with colleagues, including Heidi Gardner. Plus, she shares her online shopping method and why her motto when it comes to Solidcore is, “But did you die?”

Cleo Wade is a poet, artist, and New York Times best-selling author whose latest book, In a World of Sunrises: 365 Days of Heart, Soul, and Hope, debuted this April. On this episode, Wade shares insight on what she's learned from her early career in fashion, the influence growing up in New Orleans had on her style, and how she’s navigated her money anxiety. Plus, she shares the one prompt she always uses when she doesn’t know what to write and her advice for anyone trying to build community and make friends as an adult.

Rickea Jackson and Kiki Iriafen are two of the WNBA’s brightest young stars. Today on the show, they each sit down with Nikki to discuss how they’re preparing for the upcoming season, the future of the league, and why they view the mental game of basketball to be just as important as their physical training. Jackson also lets us in on how she creates and styles her tunnel outfits, and Iriafen shares what it was like guarding Brittney Griner in her first two games as a rookie. Plus, they both discuss what partnering with Skechers—a new official sponsor of the WNBA—means to them. Note: this episode was recorded prior to the 2026 WNBA draft deadline so while we mention Rickea Jackson is a player for the Los Angeles Sparks, she will be playing for the Chicago Sky this coming season.

Haley Sacks, or Mrs. Dow Jones as she’s known on the internet, is on a mission to demystify personal finance and turn everyone into a “future rich person.” After realizing in her early career that she didn’t know much about finance, she set out to educate herself and now shares that knowledge with her 1.3 million Instagram followers. Her new book, Future Rich Person: The New Rules for Building Wealth (Even If You’re Stuck, Broke, and That Billionaire Won’t Text You Back…), is a juicy and engaging step-by-step guide to setting yourself up for financial success. In this episode, Sacks explains exactly how to audit your finances on your monthly “money date,” the smart way to travel this summer, and the necessary elements everyone should have in a prenup. Plus, she shares the financial step everyone can take today to help their future self—and it only takes 15 minutes.  Preorder her book here, out May 12: https://www.penguinrandomhouse.com/books/787317/future-rich-person-by-haley-sacks/