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"No one knows my company better than I do"

PodcastProduced by Kathleen Quillian & Mickey Capper
48 min listen
SCALING FOUNDERS * EPISODE 01

"No one knows my company better than I do"

With Tom Brunskill

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Guest
Host

About Tom

Tom was the Founder CEO of Forage, which built online job simulations for companies like J.P. Morgan, Goldman Sachs, and Verizon to train and hire students right out of college. Tom went through YC in winter 2019, raised a Series A in 2020, scaled revenue to $10 million ARR, and was acquired in 2024.

In this conversation

Self-TrustPeople PleasingFundraisingImposter Syndrome

Most founders expect the pressure to ease once the product starts working. For Tom Brunskill, CEO and founder of Forage (YC W19), it did the opposite: the more the product and company grew, the more people needed something from him, and the more he organized himself around giving it to them. He felt lonelier after his Series A than he had working out of his kitchen in Palo Alto during Forage's early days.

Amy coached Tom for almost 5 years. In this conversation, drawing on audio clips from their coaching sessions, they trace a single belief - that Tom's job was to keep everyone happy - through two decisions, years apart: a Series A term sheet he nearly signed because he felt he owed someone, and the decision to sell the startup he'd built.

What changed between those moments was whose voice he decided to trust.

Key takeaways

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