We Live to Build

Why I Quit Being a VC to Become a Founder (Again)


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Why would anyone leave the lucrative, powerful world of venture capital to return to the grind of being a startup founder? This video answers that question. Why I Quit Being a VC to Become a Founder (Again). Ishan Rakshit shares his unique journey from entrepreneur to an investor at a top-tier fund, and back to the founder's chair with his new company, Shopflo. This is a candid look at both sides of the fundraising table. You'll learn what being a VC taught him about startups (including a "stupidity filter" for new ideas), why he believes being a founder is an "irrational choice" driven by having "tasted blood," and his number one metric for hiring a team you can trust. Check out the company: https://shopflo.com


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👀 CONNECT WITH SEAN

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Inquiries: [email protected]


🕒 CHAPTERS

00:00 - From Founder, to VC, and Back Again

06:42 - How We Use India as a Test Market for Our US Product

10:09 - The Moment We Realized India Wasn't Our Real Market

16:48 - The VC "Winter": A Look at the 2023 Fundraising Climate

20:09 - Why I Left the "Cushy" Life of a VC

23:31 - Being a Founder is an Irrational Choice ("You've Tasted Blood")

26:44 - How Being an Investor Gave Me a "Stupidity Filter"

30:05 - My #1 Hiring Filter: "Can I Trust Them More Than Myself?"


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We Live to BuildBy Sean Weisbrot

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