Founder stories
238 stories found
Ben Chestnut bootstrapped Mailchimp for 20 years without VC funding, then sold to Intuit for $12 billion - the largest bootstrapped acquisition ever.
Three friends frustrated by expensive ski flights built Skyscanner on the side, bootstrapped it to £1,000/day, then sold for £1.4 billion.
Paul Yacoubian launched Copy.ai on Twitter and grew to $157K MRR in 10 months by building in public and leveraging GPT-3.
Mati and Piotr, childhood friends from Poland, built ElevenLabs to fix robotic AI voices and reached 1M users in 5 months after beta launch.
Joshua Xu left Snapchat to build HeyGen, growing to 40K+ enterprise customers and $35M+ revenue with AI-generated video avatars.
David Holz bootstrapped Midjourney to profitability within months, building a billion-dollar AI art platform on Discord without VC funding.
Dave Rogenmoser launched Conversion.ai and grew to 100K paying customers in under 2 years, reaching unicorn status in 18 months.
Cristóbal Valenzuela started Runway as a NYU research project and grew it into the AI platform behind Oscar-winning films like "Everything Everywhere All at Once."
After building Moz to $30M ARR then stepping down, Rand Fishkin bootstrapped SparkToro to 1,000+ paying customers with a radically different approach.
Rick Perreault solved his own pain as a creative director - waiting on developers for landing pages - and built Unbounce to $100K+ MRR without a sales team.
Colin Nederkoorn started Customer.io with 5 customers paying $10/month and grew it to $70M ARR over 10 years through patient, methodical growth.
Jimmy Daly built Superpath into a $500K business with just $500/month in operating costs using no-code tools and community-led growth.
Patrick Woods created the Orbit Model for developer relations, then built Orbit to help teams manage communities - raising $22M in the process.
David Cramer started Sentry as django-db-log in 2008. Five years of open source work led to product-market fit from day one when they launched the cloud service.
Three friends from Airbnb, Uber, and Coinbase spent a year validating their idea before quitting their jobs to build Linear - now valued at $1.25B.
After Uber sold Jump to Lime and laid off his team, Jake Cooper built Railway to solve the infrastructure headaches he kept running into with every project.
With 60 days of runway left, David Hsu pivoted from a UK Venmo competitor to Retool - and had a $1.5M pilot signed by Y Combinator Demo Day.
Kayla Itsines started at 18 training women in her parents backyard in Adelaide, created a PDF workout guide that went viral on Instagram, and sold her Sweat app for $400M.
Cassey Ho posted one Pilates video for her 40 students before moving cross-country. It accidentally became the #1 female fitness channel on YouTube with 500M+ views.
Peter and Harry Yu, twin brothers from Yale, built Wanderlog into the top-ranked trip planning app after previous bootstrapped travel ventures and stints at Stripe and Google.
After failing multiple dropshipping stores, Cody Arsenault finally cracked the code: proper branding, niche focus, and relentless ad testing led to $1M in his first successful year.
Kirk Simpson built Wave from a free accounting tool to a $400M acquisition by H&R Block, surviving being 10 days from bankruptcy along the way.
After two successful exits to Oracle and Dropbox, these MIT friends built Pilot into the largest startup-focused bookkeeping firm by doing all the bookkeeping themselves first.
These 22-year-old Brazilian founders pivoted from VR in Y Combinator to build Brex, solving their own pain of not getting a corporate credit card despite having funding.
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A note on these stories: The founders featured here represent those who publicly shared their success. Not every startup succeeds, and timelines vary widely. These stories are meant to inspire and educate, not to set expectations.
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