Operators

Learning From Failure: 3 $100M+ Operators & Their Darkest Moments

September 16, 2026·1h 3m
Episode Description from the Publisher

“We were not going to make payroll next week.” How did three ecommerce CEOs turn rock bottom into their biggest lesson? Matt Bertulli (CEO, Pela Case & Lomi), Mike Beckham (CEO, Simple Modern), and Curtis Matsko (CEO, Portland Leather Goods) each share the darkest moment of their ecommerce careers. What came after built the self-awareness that changed how they lead. Curtis walks through the week Wells Fargo pulled a $20M line of credit after Silicon Valley Bank collapsed. Matt breaks down the hubris that nearly cost him payroll one Christmas. Mike shares the night a two-year venture fell apart. Their comebacks outweighed the crises, driven by a growth mindset none of them had before. Powered By Saras Analytics ⁠https://bit.ly/4a3gzVv⁠ Postscript ⁠https://9ops.co/postscript⁠ Aftersell https://9ops.co/4i3bb5 Richpanel https://9ops.co/richpanel Fulfil ⁠https://9ops.co/fulfil⁠ Northbeam https://www.northbeam.io/ Black Friday Resources https://www.9operators.com/black-friday Operators Portal https://portal.9operators.com/dashboard Operators Newsletter https://9operators.com/

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