He fired all his customers. Then built a $1B startup in 2 years. | Jay Madheswaran, Co-Founder of Eve

He fired all his customers. Then built a $1B startup in 2 years. | Jay Madheswaran, Co-Founder of Eve

Author: Mistral.vc February 9, 2026 Duration: 52:16
Jay was running a respectable AI startup with $3M ARR. But he knew it wasn't a venture-scale rocket ship. So, he decided to fire all his customers, pivot the entire company, and bet everything on a new vertical: legal AI for plaintiff attorneys. Eve went from zero to unicorn status in under two years, raising $100M at a $1B valuation. In this episode, Jay breaks down the brutal reality of pivoting a revenue-generating company, how to achieve "demo shock" in an antiquated industry, and w...

Behind every great company is a moment where everything clicked-when a product finally met its market. A Product Market Fit Show | Startup Podcast for Founders is dedicated entirely to unpacking that elusive, critical phase. Hosted by Mistral.vc, conversations here aren't about broad business advice; they focus intensely on the raw, formative stages from zero to one. You'll hear founders from companies like Reddit, Gusto, and Cohere recount the real decisions, stumbles, and insights that led to their breakthrough, offering a level of detail you can actually apply. This podcast operates on a simple belief: by examining enough of these specific journeys, patterns emerge that demystify product-market fit more effectively than any theoretical framework. It’s a resource built for founders who prefer learning through concrete examples and candid stories from those who’ve navigated the same path. Tune in for deep, practical dialogues with entrepreneurs and investors, all aimed at providing tangible lessons for your own venture.
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