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Why This Ex-Wall Street Banker Left It All to Build an AI Startup

Sara Wyman, founder and CEO of Stackpack, joins me to share her journey from investment banking and a Wharton MBA to launching a company that’s redefining how finance and operations teams manage vendors. From surviving the Bear Stearns collapse to scaling Etsy and Affirm through IPOs, Sara’s career has been built on spotting patterns and acting with conviction. In this episode, she breaks down how she validated her idea with 75 CFOs before writing a line of code, why timing and conviction matter more than a perfect resume, and what it really takes to leave the safety of corporate life to…

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