Tommy Hilfiger joins Phoebe Gates and Sophia Kianni to share how he went from selling jeans in upstate New York to building one of the world’s most iconic fashion brands. He opens up about growing up with dyslexia, going bankrupt at 23, betting on a bold billboard that changed everything, and reinventing his brand through collaborations with stars like Beyoncé, Aaliyah, Gigi Hadid, and Zendaya. Tommy also reflects on manifestation, resilience, the future of fashion with AI, and balancing family life while scaling a global empire.

Danish-born model and blogger Anine Bing went from selling secondhand clothes to building a $65M global fashion brand. On The Burnouts, she tells Phoebe Gates and Sophia Kianni how she launched from a garage while raising two kids and turned viral moments like Kendall Jenner’s Coachella bralette into a worldwide empire. Anine opens up about burnout, founder-led marketing, and staying true to her vision. This episode is packed with lessons on resilience, creativity, and building a brand that lasts.

Gary Vaynerchuk—better known as Gary Vee—joins Phoebe Gates and Sophia Kianni to talk money, ambition, and why patience—not hustle—is the ultimate flex. From growing up as an immigrant kid to building a media empire, Gary shares hard truths about success, leadership, and what really matters in business and life.

Pop powerhouse Ava Max went from a first-gen immigrant household to topping charts worldwide with hits like “Sweet but Psycho” and “Kings & Queens.” In this episode of The Burnouts, she gets real with Phoebe Gates and Sophia Kianni about chasing her dream in LA, surviving the dark side of the industry, almost quitting, and the making of her new album, “Don’t Click Play.” Ava opens up about resilience, protecting her energy, and what it really takes to build a lasting pop career.

Model, creator, comedian, and Forbes Top Creator—Haley Kalil has lived a thousand lives (from science labs to Sports Illustrated covers to viral comedy). In this episode of The Burnouts, Haley Kalil sits down with Phoebe Gates and Sophia Kianni to share her rollercoaster journey: trading biomedical science for beauty pageants, paying her way through college, breaking into modeling without an agent, and then going viral overnight to build a multi-million-dollar creator career. She opens up about navigating divorce, escaping an abusive relationship, reinventing herself through comedy, and betting everything on content creation. Plus: how she made her first $50k/month off YouTube shorts, why brand deals aren’t always the answer, and the financial realities (and taxes) of being a top digital creator. Haley also gets real about the stigma of divorce, the pressure successful women face while dating, her viral “Billionaire Boyfriend” series, and what it really takes to stay authentic while scaling a $6M+ creator business.

From Disney Channel star to outspoken mental health advocate, Alyson Stoner has lived a life in the spotlight—and paid the price. In this episode of The Burnouts, Alyson joins Phoebe Gates and Sophia Kianni to open up about the truth behind child stardom, the eating disorder that forced them to step away from Hollywood, and the box of documents that changed everything they thought they knew about their childhood. They share what it was really like growing up famous, the toxic systems that exploit young talent, and the powerful tools they use today to protect their mental health. Plus: how they’re redefining success, finding purpose beyond fame, and why they named their memoir Semi Well-Adjusted.

Beauty founder, podcast queen, and brand builder—Lauryn Bosstick turned a $50 blog into The Skinny Confidential empire. Recorded in Austin, TX, Lauryn joins Phoebe and Sophia to share how she built a cult brand from the ground up: no investors, no shortcuts, and zero interest in going viral. She opens up about early burnout, staying intentional, and why executing beats overthinking every time. Plus: how she vets podcast guests, rebrands parenting with “cookie water,” and the one hire every founder should make first. Also? Foot spas, Think Week, and Phoebe’s Windows phone era.

Why won’t your paycheck ever make you rich? In part 2 of our convo with bestselling author Morgan Housel, we unpack the biggest lies we’ve been told about money, success, and the American Dream. From salary traps to equity, lifestyle inflation to financial regret—this is the unfiltered truth about wealth-building, comparison, and what actually matters.

He didn’t go to high school. He valeted Ferraris he couldn’t afford. Now he’s one of the most trusted money minds in the world. In this episode of The Burnouts, bestselling author and VC partner Morgan Housel joins Phoebe Gates and Sophia Kianni for a conversation that will completely rewire how you think about wealth, ambition, and what “enough” actually means. He shares how fear—not ambition—drove him to work two full-time jobs at 19, save every dollar like the apocalypse was coming, and obsess over flashy cars as a way to feel worthy. They unpack why most people are playing the wrong financial game, why trying to “beat the market” backfires, and why some of the richest people you know still feel broke inside. Also: dating while broke, how having a kid ended his materialism overnight, and the one expensive gift he regrets buying to impress his now-wife. This is the money education you should’ve gotten—but probably didn’t. It’s about psychology, not spreadsheets. Scarcity, not flexing. And no, you’re not the only one faking it.

Legend. Disruptor. Tech’s sharpest critic. Kara Swisher doesn’t just cover Silicon Valley—she holds it accountable. On this episode of The Burnouts, Kara sits down with Phoebe and Sophia for an unfiltered conversation about building a career on her own terms (and never waiting her turn). From calling out mistakes at The Washington Post as a college student to becoming the most feared interviewer in tech, Kara shares the bold decisions, brutal lessons, and behind-the-scenes power moves that shaped her journey. She gets real about the early days of tech reporting, navigating anti-gay and anti-women environments, the importance of always asking for more (and walking away if you don’t get it), and what it really takes to own your IP in a world built by and for powerful men. Plus: Why women need to ask for more (and not wait their “fucking turn”) Come for the stories about Steve Jobs, Elon, and Succession-style media drama—stay for Kara’s hard-won wisdom on surviving, thriving, and never selling yourself short. Also: why “fuck you money” only matters if you’re willing to use it.

Model, investor, activist, founder—Karlie Kloss has worn a lot of hats (and a lot of couture). In this episode of The Burnouts, Karlie sits down with Phoebe and Sophia to talk about what happens when your “dream job” turns into something more. From getting scouted at 13 and walking Dior at 15, to launching Kode With Klossy and acquiring i-D magazine, Karlie shares the real story behind the headlines—and how she’s used her platform to build power on her own terms. She opens up about early burnout, learning to trust her instincts, and the pressure of growing up in public. Plus: how she used brand deals to fund a coding nonprofit, why she angel invested in tampons, and what she’s learned about failure, focus, and building a career that actually lasts. Also: how she made $10k flying economy???

From teen drama star to angel investor, Sophia Bush joins Phoebe Gates and Sophia Kianni for an unfiltered conversation about building wealth, walking away from toxic systems, and making purpose profitable. In this episode of The Burnouts, Sophia reveals how a surprise $10,000 angel check into Uber kickstarted her investment journey—and how that single move led to millions. She opens up about the real economics of being a young actress, fighting for equal pay on One Tree Hill, and the dark side of working in Hollywood. Sophia also shares what it means to build power as a woman in business: launching inclusive salons, shaping the future of femtech, and helping fund America's first women-founded bank. She breaks down the difference between angel investing and venture, gives practical advice for women who want to build wealth without gatekeeping, and explains why doing good and doing well should never be mutually exclusive. Also: The best financial advice she’s ever received.

Heiress, icon, mogul, mom—and the original influencer. In this episode of The Burnouts, Paris Hilton gets real with Phoebe and Sophia about turning a catchphrase into a global brand, the pain behind her activism, and why being underestimated was her greatest advantage. She opens up about creating the “dumb blonde” persona as a form of power, testifying before Congress as a survivor, and why she believes angel numbers (and small-town nerds) are the secret to everything. Plus: what it’s like running 30 businesses, parenting with purpose, and building 11:11 Media to bring it all together. This isn’t the Paris Hilton you think you know. Also: DJ paychecks, ADHD superpowers, and how to spot a fragile man.

200,000 downloads. A tagline that finally made people “get it.” And a few hard lessons along the way. In this episode of The Burnouts, co-founders Phoebe Gates and Sophia Kianni unpack the marketing experiments that helped Phia find traction—from trial reels and creator guides to AI-generated scripts and TikTok reach campaigns. They share what worked, what didn’t, and what they’re still learning about building a brand from scratch. They also talk about the power of a clear metaphor (“Google Flights for fashion”), the pressure of launching on the same day as a major podcast appearance, and why community has been their most valuable asset. Also: how Kris Jenner got involved...

Olympic gold, Ivy League brains, supermodel looks—and still figuring it out. In this episode of The Burnouts, Olympic gold medalist, model, and Stanford student Eileen Gu joins Phoebe and Sophia for an unfiltered conversation about ambition, identity, and what happens after you’ve seemingly “made it.” Eileen opens up about her post-Olympic burnout, learning to sit with stillness after injury, and the pressure of being young, female, and hyper-visible on the world stage. From negotiating brand deals at 13 to being grilled about geopolitics at 18, she reflects on the emotional toll of public scrutiny—and the freedom of learning to define success on her own terms. She also shares how fashion gave her a new language for femininity, what solo travel taught her about self-worth, and why she’ll never apologize for being “the nerd who does everyone’s homework.” Also: the difference between a high-quality man and a fragile ego.

What if your side hustle made you a millionaire—and taught millions of women how to become one too? In this episode of The Burnouts, Vivian Tu (@Your.RichBFF) joins Phoebe and Sophia to unpack the story behind her Wall Street-to-TikTok glow-up, the money myths that hold women back, and how she’s rewriting financial literacy for a new generation. Vivian opens up about surviving workplace racism, being your office’s unofficial 401(k) whisperer, and building a media empire that started with one viral video—and became a New York Times bestselling book, a chart-topping podcast, and a full-time career. She also shares the real talk behind her relationship: who paid more rent, how German cockroaches accidentally fast-tracked her move-in, and why every couple should go on “dessert walks.” Also: the genius trick to automating your savings without even thinking about it.

What if heartbreak was the beginning of your empire? In this episode of The Burnouts, entrepreneur and creative director Chriselle Lim sits down with Phoebe Gates and Sophia Kianni to unpack how she went from TikTok’s “rich mom” to co-owning Phlur, a $100M+ fragrance brand. From the ashes of burnout and divorce, Chriselle rebuilt her life—and helped reshape how fragrance is built, branded, and sold. She shares the story behind Missing Person (the perfume with a 250K waitlist that changed everything) and how reinvention became her real superpower. Also: the bamboo tree metaphor that will stick with you forever.

What if your first investment was a $400 tax refund and a tape measure? In this episode of The Burnouts, fashion founder Danielle Guizio sits down with Phoebe Gates and Sophia Kianni to talk about turning side hustles into global brands, learning leadership the hard way, and why your iPhone might be your most powerful marketing tool. Danielle opens up about recovering from surgery, walking garbage bags of orders to USPS, and getting duped on TikTok. She shares the strategy behind her $2M Black Friday breakthrough, why she still fits every sample herself, and how she built a viral fashion empire with no design experience, no car, and no connections—just a deep belief that she could figure it out. Also: negotiating in Chinatown at 13, selling out with zero ads, and what she really looks for in a résumé (hint: it’s not your school).

What if the next billion-dollar startup isn’t built by 1,000 employees—but by 30, powered by AI? In this episode of The Burnouts, Bumble founder and CEO Whitney Wolfe Herd sits down with Phoebe Gates and Sophia Kianni to talk about building lean, trusting your gut, burning out, and why she believes AI will totally reshape how companies scale. Whitney opens up about hiring mistakes that nearly broke Bumble, the myth of hustle culture, why listening to “grown-ups in suits” set her back, and how legacy tech is holding companies hostage. She shares her evolved vision for Bumble, her personal burnout recovery, and why she now swears by smaller teams, smarter tech, and protecting your energy like it’s cash. Also: surprise-and-delight growth hacks, ego death, and what she really thinks about ROI-driven marketing.

What do you do when the world tells you to tone it down? If you’re Chelsea Handler, you turn up the volume—on confidence, career, and comedy. In this unapologetic and hilarious episode of The Burnouts, Phoebe Gates and Sophia Kianni sit down with the legendary comedian and bestselling author who’s built an empire on not giving a f***. They talk through confidence myths, investor pitch chaos, stand-up breakthroughs, and why Chelsea bought her ex 35 trees. Also: why burnout might actually be your breakthrough.