The Burnouts with Phoebe & Sophia

He started a podcast in his bedroom before most people land their first job.

Now, Harry Stebbings runs one of the most influential platforms in venture capital and manages a $400M fund.

In this episode of The Burnouts, Harry sits down with Phoebe Gates and Sophia Kianni to unpack what actually drives success — and why so many smart, ambitious people stay stuck. From dropping out of law school to building leverage through content, Harry shares the lessons he learned the hard way about confidence, decision-making, and playing the long game.

Th...

One day, she was racing Daytona. The next, she was shooting for Victoria’s Secret.

NASCAR driver, model, and trailblazer Toni Breidinger is living two worlds, and paying the price to stay in both.

In this episode of The Burnouts, Toni sits down with Phoebe Gates and Sophia Kianni to reveal the brutal, behind-the-scenes reality of motorsports. She opens up about being told she needed $1–2 million just to race, moving across the country at 18 with no funding, and surviving by doing Instacart by day and cold emails by night.

Toni breaks down why tale...

He arrived in New York with $100, slept in parks, showered at the YMCA — and went on to invent the tube top, dress Studio 54, and build a billion-dollar fashion empire.

In this episode of The Burnouts, fashion icon Elie Tahari joins Phoebe Gates and Sophia Kianni alongside his son and CEO Jeremey Tahari for a rare, multi-generational conversation about survival, ambition, taste, and legacy.

Elie walks through his unbelievable journey: immigrating to New York alone, working as an electrician by day and selling clothes by night, sneaking into a fashion show through a back door, and ac...

Allison Ellsworth went from oil & gas spreadsheets to building Poppi, the prebiotic soda that broke the internet, rewrote the rules on “healthy soda,” and sold to PepsiCo in a multibillion-dollar deal.

In this episode of The Burnouts, Allison joins Phoebe Gates and Sophia Kianni to share how a DIY apple-cider-vinegar tonic from her Texas kitchen turned into the soda of the next generation. She walks through the whole arc: farmers’ markets, Whole Foods, Shark Tank while nine months pregnant, a risky rebrand, and the TikTok storytime that quietly did $100K on Amazon overnight.

Allison also g...

Founder and creative force Jasmin Larian Hekmat reveals the untold story of how she turned a scrappy side hobby into Cult Gaia, one of the most recognizable fashion brands of the last decade.

Before the Ark Bag exploded across Instagram, Jasmin was wiring flower crowns at her kitchen table, hauling a flower cart to festivals, and giving away bags no one would buy. In this episode of The Burnouts, she tells Phoebe Gates and Sophia Kianni how a single product quietly snowballed into a global sensation and reshaped her entire career.

Jasmin breaks down the...

Founder and author Grace Beverley built a multimillion-dollar portfolio of brands—TALA, Shreddy, and The Productivity Method—before turning 25.

In this episode of The Burnouts, Grace joins Phoebe Gates and Sophia Kianni to share how she went from posting anonymous fitness content at Oxford to leading some of the UK’s fastest-growing female-founded companies. She breaks down the pressure of being a young woman in power and the bias female founders still face.

Grace opens up about juggling multiple businesses, navigating personal grief, and the hidden cost of public success. She also speaks candidly about relati...

In this episode of The Burnouts, Steve sits down with Phoebe Gates and Sophia Kianni to share the true story of how he went from a college dropout selling shoes in Queens to building one of the most influential footwear companies in the world. He talks about the early instincts that set him apart, the moment he knew he had something special, and the creative philosophy that has kept his brand relevant for more than three decades.

Steve also opens up about the twists and turns of his journey — including learning hard lessons during the Wolf of Wa...

Founder, author, and beauty trailblazer Alli Webb built Drybar from a simple blowout idea into a $255M beauty empire that transformed the industry.

In this episode of The Burnouts, Alli sits down with Phoebe Gates and Sophia Kianni to share how she went from doing hair in her living room to leading one of the most recognizable service brands in the country. She talks about the explosive rise of Drybar, selling the company for hundreds of millions, and the personal challenges that followed at the height of her success.

Alli opens up about losing her...

Founder, creative director, and cultural icon Emily Oberg has built one of the most recognizable lifestyle brands of our generation: Sporty & Rich.

In this episode of The Burnouts, Emily Oberg sits down with Phoebe Gates and Sophia Kianni to unpack her journey from Complex producer to fashion entrepreneur, building a multimillion-dollar business rooted in wellness, design, and timeless style, without ever taking a dollar of outside funding.

Emily opens up about turning a Tumblr moodboard into a global brand, growing from $5K in savings to $40M in annual revenue, and the realities of running a...

From homeless teen to multi-millionaire entrepreneur, investor, and mentor to millions, Simon Squibb has lived one of the most extraordinary entrepreneurial journeys of our time.

In this episode of The Burnouts, Simon Squibb sits down with Phoebe Gates and Sophia Kianni to unpack how losing his father at 15 and spending weeks homeless reshaped his view on success, purpose, and money. He opens up about sleeping on the streets, starting his first business out of survival, and building a creative empire that led to financial freedom, and a mission to help 10 million people start businesses through his “Give Wi...

Welcome to the episode that might change your life (or at least your bedtime routine).

Bryan Johnson made bank building Braintree Venmo. Then he walked away from it all to spend $2M a year turning his body into a science experiment. Now? He says he’s the healthiest human alive, and he’s got the organ scans to prove it.

Hosts Phoebe Gates and Sophia Kianni get deep with Bryan about biohacking, founder burnout, the dirty truth about our food system, and why optimizing your sleep might be the most rebellious thing you can do as a...

Sophia Amoruso built a $350M fashion empire from her bedroom—and lost it all before rebuilding her life from the ground up.

In this episode of The Burnouts, the original “Girlboss” and founder of Nasty Gal joins Phoebe Gates and Sophia Kianni for her most unfiltered conversation yet. From selling thrifted clothes on eBay to becoming a CEO on magazine covers, Sophia reveals how she built a cult brand that defined a generation—and what really happened when everything came crashing down.

She opens up about walking away from a company she founded, navigating bankruptcy, and lear...

Comedian, creator, actress, author, and activist Lilly Singh has built a career on breaking barriers and rewriting the rules.

In this episode of The Burnouts, Lilly Singh sits down with Phoebe Gates and Sophia Kianni to share her journey: from growing up as the “disappointing” second daughter in an immigrant household, to becoming YouTube’s breakout superstar with 15M+ subscribers, to launching a late-night show and producing her own films.

She opens up about the chip on her shoulder that fueled her rise, how gender equity shapes everything she does, and why she believes storytelling—not just...

Rainn Wilson is best known as Dwight Schrute from The Office, one of the most iconic characters in TV history. But behind the legendary role, he faced burnout, fame overload, and the realization that success alone would never make him happy.

On The Burnouts Podcast, Rainn Wilson joins Phoebe Gates and Sophia Kianni for an unfiltered interview about life after The Office. He opens up about chasing bigger movies, more money, and more fame in Hollywood, why it left him unfulfilled, and how he reinvented himself through spirituality, mental health practices, and his bestselling book Soul Boom.<...

Makeup artist, mogul, author, hotelier—Bobbi Brown has built more than one empire (and reinvented herself along the way).

In this episode of The Burnouts, Bobbi sits down with Phoebe Gates and Sophia Kianni to talk about what it really takes to build an iconic brand, sell it for millions, and then start all over again. From mixing her first lipstick with a chemist and cold-calling agencies out of the Yellow Pages, to selling Bobbi Brown Cosmetics to Estée Lauder and later launching Jones Road Beauty, Bobbi shares the unfiltered version of how she built—and rebui...

Fashion legend, entrepreneur, and cultural icon—Tommy Hilfiger has spent over four decades shaping global style, from bell-bottom jeans in upstate New York to a fashion empire sold in more than 100 countries.

In this episode of The Burnouts, Tommy Hilfiger sits down with Phoebe Gates and Sophia Kianni to share his incredible journey: growing up with undiagnosed dyslexia, opening his first jean shop at 18, going bankrupt in his twenties, and betting everything on a disruptive billboard campaign that put his name alongside Ralph Lauren and Calvin Klein.

He opens up about the viral Snoop Dogg SN...

Danish-born model, blogger, and entrepreneur Anine Bing went from selling her secondhand clothes online to building one of the fastest-growing contemporary fashion houses in the world. With 40+ retail stores, a global online presence, and a signature rock-and-roll yet timeless aesthetic, Anine has redefined what it means to be a creative founder in fashion.

In this episode of The Burnouts, Anine Bing sits down with Phoebe Gates and Sophia Kianni for an intimate, unfiltered conversation about her entrepreneurial rise — from moving to Milan at 14 to model, blogging before Instagram was a thing, and launching her brand out of a...

He got booed for saying “f*** Steve Jobs.” He built a media empire out of his dad’s liquor store. And now, Gary Vaynerchuk—better known as Gary Vee—is the brutally honest voice redefining what success really means.

In this episode of The Burnouts, entrepreneur and bestselling author Gary Vee joins hosts Phoebe Gates and Sophia Kianni for a raw, unfiltered conversation about money, ambition, and why patience—not hustle—is the ultimate flex.

Gary opens up about how growing up as an immigrant kid shaped his obsession with work, why he thinks making $100K can be “maki...

Global pop icon Ava Max went from a first-generation immigrant household to topping charts in over 20 countries with hits like “Sweet but Psycho,” “Kings & Queens,” and “Maybe You’re the Problem.” With over 70 billion streams and a signature fearless style, Ava is rewriting what it means to own your power in the music industry.

In this episode of The Burnouts, Ava Max joins Phoebe Gates and Sophia Kianni for a raw, unfiltered conversation about her rise to stardom — from moving to LA at 14, surviving predatory industry environments, and nearly quitting music, to finding her voice, building her sound, and creat...

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 sh...

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 pr...

Beauty founder, podcast queen, brand builder—Lauryn Bosstick turned a $50 blog into The Skinny Confidential empire.

In this episode of The Burnouts, Lauryn joins Phoebe and Sophia in Austin, TX to talk about building a cult brand from scratch. From sleeping in her car during sorority rush to creating one of the world’s most downloaded podcasts, Lauryn shares how she built her brand brick by brick—with no investors, no shortcuts, and no selling out.

She gets real about early burnout, building slowly with intention, and why executing (not overthinking) is the secret to everyt...

He’s redefined how millions think about money. But what Morgan Housel says about paychecks, wealth, and regret will completely flip your idea of what it means to be “rich.”

In part 2 of The Burnouts interview, Morgan Housel joins Sophia Kianni and Phoebe Gates for a conversation that unpacks the biggest money myths we’ve been sold—from why chasing a high salary will never make you wealthy to how the American Dream became a lie our generation can’t afford.

They go deep on:

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. T...

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 an...

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 o...

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 wo...

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.

Thi...

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 appear...

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 freedo...

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...

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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 chang...

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...

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 pers...

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.

Chapters

1:22 – were you always this confident?

6:14 –...

In this episode of The Burnouts, Sophia Kianni and Phoebe Gates sit down with entrepreneurial icon and Spanx founder Sara Blakely to talk mindset, manifestation, and the messy truth of building something from scratch. Whether you're navigating your first job, launching a startup, or still waiting for a sign from the universe—this one’s for you.

We go deep on everything from building confidence as a woman in business, to manifesting million-dollar ideas (literally), to knowing when to quit, pivot, or fire the “genius” that’s ruining your team dynamic. Sara shares stories she’s never told before—...

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CHAPTERS

00:00 – Launch day is HERE 

01:12 – The Zoom roast that got our CPO hired

05:40 – Pivoting the product after tough feedback

10:00 – From Instagram design to full-time UX

15:25 – Interning, accounting, and off-boarding your ex

20:45 – Quitting jobs, joining podcasts, and saying yes fast

24:00 – Real friends give real feedback

26:10 – What’s next for Phia

Follow the Hosts


📸 @phoebegates

📸 @sophiakianni

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Feeling lost in the chaos of the economy right now? Same. Between inflation, tariffs, and TikTok panic, it feels like we’re all one iced coffee away from a full-blown recession spiral.

In this episode of The Burnouts, Sophia Kianni and Phoebe Gates call in financial dominatrix Haley Sacks — aka @MrsDowJones — for a much-needed crash course in surviving your first economic downturn. We talk Roth IRAs, recession anxiety, index funds, investing FOMO, and why press-on nails might just be the ultimate economic indicator.

Whether you’re getting your first paycheck, trying to start investing, or just won...

What do you do when someone tells you no? If you’re Kris Jenner, you walk into the scheduling office with a tray of brownies and figure it out anyway. In this episode, Phoebe and Sophia sit down with the iconic woman who turned “figure it out” into her mom-ager lifestyle. They talk about early jobs, showing up before you feel ready, and what it really takes to launch something that matters. Also: why your car interior might be ruining your life.

Chapters
1:12 – restaurants in the sky?
5:04 – business rizz 101
10:01 – doing things your way (and making them...

Bluetooth tampons, fake assistants, and maxing out on LinkedIn mail credits? That’s entrepreneurship for ya. Phoebe and Sophia are best friends who turned their Stanford dorm room conversations into a business partnership. They’re here to share the good, bad, and ugly parts of founding a company together. 

Chapters

0:00 - welcome to The Burnouts

0:36 - how we became friends

2:37 - the Stanford cheating ring

8:16 - Sophia’s FAKE assistant

11:17 - a bluetooth tampon??

17:21 - the day phia was born

20:12 - the go-g...

Burnout is real—and building your career while figuring out who you are? Even harder. Enter The Burnouts: Join best friends Phoebe Gates and Sophia Kianni as they try to launch their first company and make sense of the chaos that is a career in your 20s.

They’re not pretending to have all the answers—but they’re asking the people who just might. Sophia and Phoebe sit down with guests who’ve actually made it to talk candidly about careers, ambition, burnout, and everything they wish they knew sooner.

Whether you’re navigating your first jo...