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 gets brutally honest about working with her husband, hiring too slowly while growth rockets, and what happens to your identity when you suddenly have both a Super Bowl ad and an exit. She shares the unglamorous side of lawsuits, burnout, mom guilt, and figuring out “what’s next” when you technically never have to work again.

If you’re building a consumer brand, obsessing over content, or just trying to stay ambitious without completely frying your nervous system, this episode is a masterclass in playing the long game — and still having fun.

Chapters
00:00 – From Texas kid to unexpected founder
02:00 – ACV shots, health issues & the Poppi spark
04:30 – Farmers’ market hustle → Whole Foods breakthrough
06:30 – Shark Tank at 9 months pregnant
08:30 – The risky rebrand: Mother Beverage → Poppi
11:00 – Launching Poppi during COVID
13:00 – TikTok virality & selling out overnight
16:00 – Creator-first marketing & celebrity fans
19:00 – Flavor wins, flavor fails & building a real soda
22:00 – Working with your husband (and being wrong sometimes)
24:30 – Sugar, lawsuits & building in CPG
27:00 – Inside the PepsiCo acquisition
30:00 – Life after the exit & what’s next for Allison

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About The Burnouts
The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond headlines to explore the real stories, breakdowns, and breakthroughs that define your 20s.

Past guests include Paris Hilton, Tommy Hilfiger, Kris Jenner, Karlie Kloss, and other entrepreneurs redefining our generation.

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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 five years before Cult Gaia “hit,” the moment the Ark Bag went from ignored to iconic, and the relentless creativity that keeps her one step ahead of imitators. She shares how she built a multimillion-dollar business without raising a cent of venture capital, how she protects the brand’s fiercely artful DNA, and why her designs are meant to stop someone in their tracks.

From vase purses to playable backgammon clutches to fragrance bottles that feel like sculpture, Jasmin explains how she turns wild ideas into objects people obsess over. She also opens up about motherhood, running a 100 person team, trusting her gut when everyone says no, and staying original in an industry that copies everything.

If you are building a fashion brand, dreaming up your first product, or trying to stand out in a crowded industry, this conversation will change the way you think about creativity, community, and staying power.

Chapters
00:00 The Hobby That Accidentally Started Cult Gaia
02:00 The $38 Bag No One Wanted
04:00 The Viral Moment That Changed Everything
06:00 How She Built a Brand With Zero Investors
08:00 Surviving Copycats and Staying Original
10:00 Building a Team While Raising Three Kids
12:00 The Pressure Behind a “Perfect” Brand
14:00 Designing Pieces People Can’t Ignore
16:00 What Founders Get Wrong About Success
18:00 Lightning Round: Style, Risks, and Reinvention

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Phoebe and Sophia are the founders of Phia, a new fashion-tech app helping shoppers find the best prices across retail and resale. Download now and join the community of 800,000+ happy users.

About The Burnouts
The Burnouts brings you raw, unfiltered conversations with top founders, creators, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond headlines to explore the real stories, breakdowns, and breakthroughs that define your twenties.

Past guests include Paris Hilton, Kris Jenner, Karlie Kloss, and Tommy Hilfiger.

Subscribe for the inside playbook to build your dream career.

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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 relationships, ambition, and the standards women are expected to meet.

Whether you’re building a brand, raising capital, or figuring out how to stay ambitious without burning out, this conversation offers an unfiltered look at what it really takes for young women to succeed.

Chapters
00:00 – From anonymous fitness posts to Oxford
02:15 – The £1 ebooks that changed her life
05:20 – Building her first multimillion-dollar business
08:10 – Why women must stop chasing “shiny” projects
11:00 – The truth about scaling TALA & Shreddy
14:30 – Fundraising bias & the questions women still get asked
18:00 – Miscarriage, grief & running a company
21:15 – The impossible standards for female founders
24:00 – Relationships that dim ambition
27:00 – Why social media punishes successful women
30:00 – Building Retrograde & the creator economy
33:00 – How Grace makes decisions fast
36:00 – What she wishes every young woman knew about power

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Grace Beverley

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📲 Support What We’re Building
Phoebe and Sophia aren’t just your hosts — they’re the founders of Phia, a new fashion-tech app helping shoppers find the best prices across retail and resale. Download the app and try it yourself.

About The Burnouts
The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond headlines to explore the real stories, breakdowns, and breakthroughs that define your 20s.

Past guests include Paris Hilton, Tommy Hilfiger, Kris Jenner, Karlie Kloss, and other entrepreneurs redefining our generation.

Subscribe for the insider playbook to build your dream career.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 Wall Street years and stepping away from the company before returning more focused and energized than ever. He reflects on the loyalty of his team, the power of staying close to the customer, and why speed, instinct, and obsession with product remain his North Star.

Plus: the story behind his first viral shoe, his unfiltered take on dupe culture, the trends he loves (and hates), how Gen Z made him go viral again, and the fashion advice he wishes everyone knew earlier.

Whether you’re building a brand, navigating a major life pivot, or chasing a creative vision, this conversation is a masterclass in staying true to your instincts, evolving with culture, and building something that lasts.

Chapters
00:00 – Growing up in Queens and falling in love with shoes
01:45 – Dropping out of college and learning retail
03:20 – Starting Steve Madden with $1,100
06:00 – Product instinct, speed to market, and early hits
08:45 – Becoming a “pirate” in fashion
11:00 – The Wolf of Wall Street years and the IPO
14:00 – Prison, addiction, and rebuilding his life
16:30 – Reinventing the Steve Madden brand
18:00 – Dupe culture, controversy, and staying relevant
20:00 – What he hates (and loves) in fashion today
22:00 – Designing shoes women actually want
23:30 – AI, TikTok, and the future of trend cycles
26:00 – Lessons from failure and advice for young founders

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Steve Madden

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📲 Support What We’re Building
Phoebe and Sophia aren’t just your hosts — they’re the founders of Phia, a fashion-tech app helping shoppers find the best prices across retail and resale. Download Phia for free in the App Store.

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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 sense of identity after the sale, navigating grief and motherhood, and rebuilding her life through her new brand, Messy. She reflects on what the beauty world gets wrong, the lessons she learned as a female founder, and the real cost of fast growth.

Whether you are building a brand, growing a service business, or figuring out the next chapter after burnout, this conversation is a powerful look at resilience, reinvention, and finding purpose again.

Chapters
00:00 – From stay-at-home mom to mobile blowouts
02:30 – The idea that sparked Drybar
05:00 – Opening the first Brentwood studio
07:00 – When Drybar went viral overnight
10:00 – Raising capital & navigating hypergrowth
13:00 – The truth about selling a company
15:30 – Alli’s personal life falls apart
18:00 – Losing her identity after the exit
21:00 – Rebuilding from scratch & finding purpose
23:00 – Launching her new brand, Messy
26:00 – Advice for founders rebuilding their lives
29:00 – What Alli wishes every woman knew about success

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Sophia Kianni
Alli Webb

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LinkedIn

📲 Support What We’re Building
Phoebe and Sophia aren’t just your hosts — they’re the founders of Phia, a new fashion-tech app helping shoppers find the best prices across retail and resale. Try it now for free in the App Store.

About The Burnouts
The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond headlines to explore the real stories, breakdowns, and breakthroughs that define your 20s.

Past guests include Paris Hilton, Tommy Hilfiger, Kris Jenner, Karlie Kloss and other entrepreneurs redefining our generation.

Subscribe for the insider playbook to build your dream career.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 company after a public breakup with her business partner. She shares what it’s really like to scale quickly, navigate burnout, and stay creatively fulfilled while leading a 40-person team.

Plus: how she built Sporty & Rich without investors, why preorders fueled her early success, what she’s learned about leadership (and ego), and the importance of building a world. (not just a brand).

Whether you’re dreaming of launching your own label, staying independent as a founder, or defining success on your own terms, this conversation is a masterclass in creative control, discipline, and staying true to your vision.

Chapters
00:00 – From retail in Canada to Complex Media
02:00 – Leaving corporate life to build her own path
03:00 – The Tumblr that became Sporty & Rich
06:00 – Bootstrapping a brand: preorders, savings & hustle
07:00 – Meeting her business partner and early growth
12:00 – Going from $100K to $30M in sales
14:00 – Covid and the sweatsuit boom
15:00 – Scaling challenges and factory chaos
17:00 – Knowing your strengths & hiring smart
18:00 – Opening the first Sporty & Rich store
19:00 – Expanding into wellness with Central Sport
22:00 – Lessons from mistakes & customer mishaps
23:00 – Facing scrutiny as a female founder
27:00 – Emily’s leadership philosophy & advice for women
29:00 – Sporty & Rich today: $40M in sales, still 100% owned

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Sophia Kianni
Emily Oberg

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📲 Support What We’re Building
Phoebe and Sophia aren’t just your hosts—they’re the founders of Phia, a new fashion-tech app helping shoppers find the best prices across retail and resale. Download Phia for free in the App Store.

About The Burnouts
The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond the headlines to share the real stories, lessons, and mindsets that define your 20s.

Past guests include Paris Hilton, Chelsea Handler, Kris Jenner, Karlie Kloss, and other visionaries redefining the brands—and the blueprints—of our time.

Subscribe now for the insider playbook to build your dream career.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 Without Take” movement.

Simon reveals the mindset shifts that turned trauma into drive, why he believes happiness is a trap, and the three sales principles that made him a millionaire. He also shares what most entrepreneurs get wrong about mentorship, why purpose matters more than profit, and how “bad luck” can be your greatest advantage.

Whether you’re just starting out, stuck in a 9-to-5, or dreaming of building something that actually matters, this conversation is packed with raw honesty, purpose-driven wisdom, and actionable lessons from one of the internet’s most followed business voices.

Chapters

00:00 – From homeless teen to entrepreneur
03:00 – Losing his father at 15 and becoming homeless
06:00 – The first business that changed everything
10:00 – Learning to sell (and why school failed him)
15:00 – The truth about happiness and purpose
19:00 – How Hong Kong taught him work-life integration
25:00 – Building and losing companies (and learning from failure)
30:00 – Mentorship myths & why advisors matter more
35:00 – The 3 sales principles that made him a millionaire
40:00 – Why purpose > happiness
44:00 – The one question everyone in their 20s should ask

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Simon Squibb

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📲 Support What We’re Building
Phoebe and Sophia aren’t just your hosts—they’re the founders of Phia, a new fashion-tech app helping shoppers find the best prices across retail and resale. Download the app, try it out, and help us grow this community

About the Burnouts

The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond the headlines to share the real stories, lessons, and mindsets that define your 20s.

Past guests include Kris Jenner, Paris Hilton, Chelsea Handler, Karlie Kloss, and other visionaries redefining what success looks like.

Subscribe now for the insider playbook to build your dream career.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 an entrepreneur.

This convo gets real: blood transfusions, lonely sleep routines, and "sugar face" real.

Timestamps

00:00 Can we be the first generation that doesn’t die?
04:12 Selling Braintree Venmo + redefining success
08:05 Spending $2M/year on health
10:52 The #1 fix for burnout (it’s free)
14:30 Bryan’s exact food + supplement routine
17:15 Should founders ever sacrifice sleep?
22:00 The science behind alcohol, caffeine, and your trash sleep
26:40 Sleeping alone, no phones, and other hot takes
30:45 Sunlight, seed oils & the truth about sugar face
34:20 How to stay healthy without becoming obsessive

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Bryan Johnson

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📲 Support What We’re Building
Phoebe and Sophia aren’t just your hosts—they’re the founders of Phia, a new fashion-tech app helping shoppers find the best prices across retail and resale. Download the app, try it out, and help us grow this community from the ground up → https://www.phia.com

About The Burnouts
The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders, Phoebe Gates and Sophia Kianni, the show goes beyond the headlines to share the real stories, lessons, and mindsets that define your 20s.

Past guests include Paris Hilton, Chelsea Handler, Kris Jenner, Karlie Kloss, and other visionaries redefining the brands—and the blueprints—of our time.

Subscribe now for the insider playbook to build your dream career.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 learning to lead with empathy instead of ego. Sophia also shares the untold lessons behind Girlboss, why she believes failure is her greatest teacher, and how she’s redefining success through her new venture fund, Trust Fund.

Whether you’re building your first business, chasing creative independence, or trying to rebuild after a setback, this conversation is a raw, honest masterclass in resilience, reinvention, and freedom.

Chapters
00:00 – From eBay seller to $100M brand
05:00 – Building Nasty Gal and first hires
10:00 – Leaving eBay and going solo
13:00 – Going viral before social media
18:00 – Raising venture capital too soon
24:00 – The downfall and lessons learned
30:00 – How Girlboss was born
35:00 – Starting over with Trust Fund
40:00 – Life in London & redefining success
46:00 – The truth about ambition and burnout

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Sophia Kianni
Sophia Amoruso

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📲 Support What We’re Building
Phoebe and Sophia aren’t just your hosts—they’re the founders of Phia, a fashion-tech app that helps shoppers find the best prices across retail and resale. Try it out and join the movement.

About The Burnouts
The Burnouts brings you raw, unfiltered conversations with today’s most iconic founders, creators, and entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond headlines to share the real stories, lessons, and mindset shifts that define your 20s.

Past guests include Paris Hilton, Chelsea Handler, Kris Jenner, Karlie Kloss, and Tommy Hilfiger.

🛎️ Subscribe for more unfiltered stories on success, failure, and everything in between.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 politics or protests—is the most powerful tool for change. Plus: her new raunchy sex comedy Doing It (why Hollywood called it “too niche”), what she learned about money, gratitude, and negotiating as a woman, and how she built Hyphenate to support South Asian creators.

Lilly also gets real about therapy, unlearning likability, the pressure of “relevancy” on the internet, and why connection—not algorithms—is the only metric that really matters.

Whether you’re dreaming of becoming a creator, breaking into Hollywood, or building a career that actually aligns with your values, this conversation is packed with lessons, raw honesty, and plenty of laughs.

Chapters
00:00 – Growing up in Toronto & immigrant expectations
02:00 – The chip on her shoulder: proving girls can do anything
04:00 – Why storytelling is activism
05:00 – Doing It: sex comedy as cultural intervention
08:00 – Lessons from early YouTube days & feeding the algorithm
10:00 – Losing (and regaining) authenticity & connection
12:00 – Hollywood, “noise,” and drawing boundaries
14:00 – Building her first team & hiring smarter people
18:00 – Hyphenate: supporting South Asian creators
20:00 – Diversifying income & passive revenue
23:00 – Passion projects vs. profit projects
28:00 – Negotiating money & the weaponization of gratitude
31:00 – Unlearning likability & embracing being “unpopular”
34:00 – Hollywood vs. YouTube: who really knows the audience
36:00 – Defining success when relevancy is weaponized
38:00 – Boundaries, therapy, and not being “what you do”
42:00 – Why being a lifelong student is the smartest move
43:00 – Tattoos, spirituality & protection

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Sophia Kianni
Lilly Singh

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📲 Support What We’re Building
Phoebe and Sophia aren’t just your hosts—they’re the founders of Phia, a fashion-tech app helping shoppers find the best prices across retail and resale. Download the app, try it out, and help us grow this community

About The Burnouts
The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders, Phoebe Gates and Sophia Kianni, the show goes beyond the headlines to share the real stories, lessons, and mindsets that define your 20s.

Past guests include Paris Hilton, Chelsea Handler, Kris Jenner, Karlie Kloss, and Tommy Hilfiger.

🛎️ Subscribe for the insider playbook to build your dream career.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.