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.

Whether you’re dreaming of a career in content, modeling, or building your own creator-led brand, this conversation is packed with lessons, raw honesty, and plenty of laughs.

Chapters
00:00 – From biomedical science to beauty pageants
04:30 – Winning Miss Minnesota & paying for college with scholarships
06:00 – Sports Illustrated open casting call via Instagram
10:00 – Early modeling days & mental resilience
12:00 – Viral apartment tour → pivot to content creation
15:00 – Betting everything on YouTube & posting 5x a day
19:00 – Hitting $50k/month in ad revenue
22:00 – The viral “Billionaire Boyfriend” series
24:00 – Divorce stigma, healing, and rebuilding
29:00 – Going from red carpets to Oscars & Met Gala
33:00 – Social media backlash & accountability
37:00 – Advice for creators on finding your voice
41:00 – Monetization: ad revenue vs. brand deals
46:00 – Staying authentic in partnerships
48:00 – The true costs of creator life (taxes, management fees)
50:00 – What’s next for Haley

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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.

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 reveal the real blueprint for building power in your 20s.

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

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

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.

📖 Alyson’s memoir Semi Well-Adjusted Despite Literally Everything is out now.

CHAPTERS

00:00 – Growing up on Disney Channel & Missy Elliott
02:15 – The moment Alyson stepped away from Hollywood
05:00 – The “toddler to train wreck” pipeline of child performers
06:45 – Losing childhood in the age of social media
08:00 – Playing firsts on camera without living them in real life
09:20 – How toxic Hollywood work environments really are
10:45 – Why “exposure” doesn’t pay the bills
12:00 – The hidden costs of going viral
13:40 – Tools Alyson uses to shake off stress
16:00 – Mind-body practices for anxiety & burnout
18:30 – Why different states of mind need different mindfulness tools
20:00 – Stillness vs. somatic tools for busy minds
22:00 – Reading their Camp Rock diary years later
24:00 – Why now was the time to write Semi Well-Adjusted
25:10 – The box of documents that changed their life story
27:00 – What “Semi Well-Adjusted” really means
28:15 – Choosing causes and building advocacy work
30:00 – Purpose as a constellation, not a North Star
32:00 – Advice for navigating anxiety and depression
34:45 – How to process rejection without losing yourself
37:00 – Focusing on what you can control

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Alyson Stoner

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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

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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 everything. Plus: what makes someone a great podcast guest, how she evaluates brand deals, and the hilarious parenting trick she swears by (cookie water, anyone?)

Also: foot spas, Think Week, and how not having an iPhone gave Phoebe character.

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CHAPTERS
00:00 – From sorority dropout to brand founder
02:30 – Why she launched The Skinny Confidential
05:00 – Blogging 7 days a week for 3 years (with $0)
10:10 – Turning down money (and why she’s proud of it)
12:30 – Lauryn’s funnel: how she vets guests + brand deals
16:10 – The advice she gives every 20-something brand builder
17:00 – The one hire every founder should make first
20:45 – Think Week, foot spas, and strategic solitude
27:00 – How she uses branding tricks to parent toddlers
30:00 – Personal vs public: what Lauryn won’t post online
35:00 – Resourcefulness over resumes in the age of AI
38:00 – The biggest mistake most creatives make

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Lauryn Bosstick

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