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Gaurav Jain on Building $500M Fund, Missing Ramp and Backing Irrational Founders

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Gaurav Jain has seen more than 10,000 startups, built the world's largest pre-seed fund, backed startups like Gamma, Hightouch and Goldcast and has missed Ramp(you can't be a great investor without having a great anti-portfolio :))

A decade ago, when Gaurav started Afore Capital, pre-seed wasn't even a recognized category. Today, pre-seed is what some of the world's most ambitious startups raise as their very first institutional capital.

When Gaurav Jain and Anamitra Banerji started the firm ten years ago, "pre-seed" was almost a slight, a label for founders who couldn't raise a proper seed round. They set out to build the world's largest pre-seed fund anyway, closing $47 million on a $40 million target, and every fund since has closed above plan. Afore now runs more than $500 million across four funds. 

In this conversation Gaurav shares his journey from Dehradun to Silicon Valley and every lesson learned about backing great startups. Like how being in the very best companies matters more than anything else. He is also convinced that the genuine bottleneck is talent. There is a great deal of money in the world and very few people who can build something truly large, which is why at the earliest stage founders tend to choose their investors as much as investors choose them.

If you want to understand how the earliest checks actually get written, and what it really costs to say no, this episode is worth your time.

00:00 - Trailer
01:00 - From Dehradun to Google to starting Afore
02:08 - The Waterloo co-op that talked him out of every job
03:18 - Back when "pre-seed" was an insult
05:44 - When Sequoia said "I guess we're pre-seed investors too"
07:26 - Afore's three products, and the experiments that failed
09:01 - Hightouch was a travel company when they invested
11:02 - Goldcast: no visa, no money, funded anyway
12:07 - The through line is always the team
14:44 - The Ramp miss
17:24 - "Founders pick us more than we pick them"
18:45 - The constraint isn't capital, it's talent
22:24 - The Solana miss, when it was still Loom Protocol
24:46 - Ramp's Super Bowl ad, the buses, his wife's business
25:32 - What he looks for in founders
28:50 - Coachability, happy ears, and the Mom Test
31:28 - The biggest mistake: falling in love with the idea
35:04 - The three things that matter, and "50% of zero is still zero"
39:25 - "100% storytelling, 0% data"
41:25 - Investing in India, and the fear of being dumb capital
44:41 - "Sign the deal before Monday"
47:26 - One engineer now does the job of 20
51:43 - Raising from LPs, the undiscussed part of VC
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This video is for informational purposes only. The views expressed are those of the individuals quoted and do not constitute professional advice.

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