# #539 Scott Oldford: Was $100M Worth Losing $14M?

Page: https://stenobird.com/podcast/21st-century-entrepreneurship-6829325/539-scott-oldford-was-100m-worth-losing-14m
Text version: https://stenobird.com/podcast/21st-century-entrepreneurship-6829325/539-scott-oldford-was-100m-worth-losing-14m.md
Podcast: [21st Century Entrepreneurship](https://stenobird.com/podcast/21st-century-entrepreneurship-6829325)
Published: 2026-08-11T10:00:00+00:00
Episode link: https://dts.podtrac.com/redirect.mp3/www.buzzsprout.com/2328218/episodes/19630398-539-scott-oldford-was-100m-worth-losing-14m.mp3
Audio file: https://dts.podtrac.com/redirect.mp3/www.buzzsprout.com/2328218/episodes/19630398-539-scott-oldford-was-100m-worth-losing-14m.mp3
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JSON: https://stenobird.com/v1/public/podcasts/21st-century-entrepreneurship-6829325/episodes/539-scott-oldford-was-100m-worth-losing-14m
Duration seconds: 1537

## Resource

Scott Oldford is a lifelong entrepreneur who built his first seven-figure business at 16, and we spoke about what happened when decades of entrepreneurial instinct collided with an identity he was trying to force. By 2022, he was making roughly $7 million a year at a 70% profit margin while working 15–20 hours a week. Then he chased a bigger identity and a $100 million outcome, losing $14 million across 2023 and 2024. Looking back, Scott says the difference between entrepreneurship as a “beau...

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