Sunday, July 20, 2025

In Brief - How I bootstrapped my startup knowledge

I jumped into startups in 2014 after finally walking away from law. Here's how I built up my startup knowledge from scratch.

The grind

  • 10+ hour days, 6-7 days a week for 3 years straight
  • Every spare moment went to consuming information I could immediately apply at work
    • Startup podcasts on the subway commute
    • Reading business books at my desk before the workday started
    • Diving deep into First Round Review and other high-quality, tactical sites
  • Volunteering for absolutely everything at work that could expose me to new parts of the business
  • Having effectively 0 social life

The key thing about what necessitated that grind: I had no idea what I was doing and had no network in the startup world.

I had to make up for my complete ignorance with brute force effort.

What didn't work

 In-person networking events were the worst use of my time. 

They attracted people like me (not useful!), the information was too surface-level, and the opportunity cost was massive.

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