Tom Coburn Quit Pre-Med (To Raise $92M) episode artwork

EPISODE · May 20, 2026 · 40 MIN

Tom Coburn Quit Pre-Med (To Raise $92M)

from Legends of Scale · host Brian O'Connor

Today we chat with Tom Coburn. Founder of Jebbit. CEO of Waking Up: A meditation app he's building with Sam Harris.---💼 Join 47,000+ following on LinkedIn: https://www.linkedin.com/in/brianfoconnor/🐦 Join 40,000+ following on Twitter: https://x.com/BrianFOConnor00:00 Meet Tom Coburn00:54 7 years of "fake" product-market fit03:10 Winning a business plan with no code and dropping out of pre-med05:15 The eBay Churn: Losing $2M in ARR overnight07:08 Why the entire go-to-market strategy was wrong12:25 The 2.5-hour meeting that saved the company's culture20:35 Joining Sam Harris to run the Waking Up app24:40 Scaling a business heavily focused on product, not marketing27:45 Why the team flat-out rejected paid UGC actors30:30 The 10x difference between authentic partners and paid influencers35:18 Optimizers vs. Sufferers: Customizing the user journey40:14 Why a management team was finally necessary43:47 Where to find Tom

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Today we chat with Tom Coburn. Founder of Jebbit. CEO of Waking Up: A meditation app he's building with Sam Harris. ---

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Tom Coburn Quit Pre-Med (To Raise $92M)

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