Insight certainty 5/5 debate potential 2/5

Woollen: Founders finding traction after long pivots must mentally reset to Day Zero

Rob Woollen · He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show · Jun 30, 2025 · at 46:39

Rob Woollen, co-founder of Sigma Computing, reflects on advice from his lead investor after spending years pivoting before reaching product-market fit.

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“You also have to sort of mentally, you know, you're at day zero. Like it doesn't matter that you spent three years trying to build stuff. You're at day zero and you have to be like ready to fight from day zero, not ready to fight from over, you know, four years into this. And he was a thousand percent right.”

quote is from the automated transcript, cleaned for reading: filler sounds and stutters are removed, nothing is rephrased. names can be misheard (the analysis reads context, assessments check outside sources). how →

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