Two founders, two wildly different paths to $100M ARR: Arvind Jain, founder of Glean, walked away from a unicorn to start over—raising $15M without revenue and ignoring lean startup rules. Kyle Hanslovan, founder of Huntress, faced brutal rejection, slept in his car, maxed out credit cards, and still crushed it. This episode is packed with raw lessons on fundraising, product-market fit, and why relentless hustle alone won’t save you. If you’re a founder chasing growth, stop everything and listen.
Why You Should Listen
Keywords
product-market fit, startup fundraising, unicorn startups, founder hustle, lean startup method, scaling startups, early-stage growth, AI startups, SaaS growth, venture capital advice
Chapters
(00:00:00) Intro
(00:02:05) Quitting a Unicorn to Start Again
(00:05:09) From NSA Hacker to Startup Founder
(00:09:18) Ignoring the Lean Startup
(00:12:59) Knowing When to Launch
(00:16:32) Finding Product Market Fit
(00:18:01) Final Advice for Founders
Stuff You Should Know
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