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The Knowledge Project Podcast

Patrick Collison: Earning Your Stripes [The Knowledge Project Ep. #32]

Stripe CEO Patrick Collison unpacks how big bets are actually made and why most organizations are too slow, too scared, or too political to make them.

In this episode: globalization, building culture, avoiding willful blindness, reading habits, and how to keep your edge as your company scales from 2 to 1,000.

Listen on: Apple Podcasts | Spotify | Transcript

Here are a few highlights from our conversation:

  • The biggest (and most valuable) mistakes Patrick made in the early days of Stripe and how they helped him get better
  • The characteristics that Patrick looks for in a new hire to fit and contribute to the Stripe company culture
  • What compelled he and his brother to move forward with the early concept of Stripe, even though on paper it was doomed to fail from the start
  • The gaps Patrick saw in the market that dozens of other processing companies were missing — and how he capitalized on them
  • The lessons Patrick learned from scaling Stripe from two employees (he and his brother) to nearly 1,000 today
  • How he evaluates the upsides and potential dangers of speculative positions within the company
  • How his Irish upbringing influenced his ability to argue and disagree without taking offense (and how we can all be a little more “Irish”)
  • The power of finding the right peer group in your social and professional circles and how impactful and influential it can be in determining where you end up.
  • The 4 ways Patrick has modified his decision-making process over the last 5 years and how it’s helped him develop as a person and as a business leader (this part alone is worth the listen)
  • Patrick’s unique approach to books and how he chooses what he’s going to spend his time reading
  • …life in Silicon Valley, Baumol’s cost disease, and so, so much more.

Patrick truly is one of the warmest, humblest, and down-to-earth people I’ve had the pleasure of speaking with. I thoroughly enjoyed our conversation, and I hope you will, too!

Transcript

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The Knowledge Project

A podcast about mastering the best of what other people have already figured out. The Knowledge Project focuses on insights and lessons that never expire. You’ll walk away from every episode with actionable insights that help you get better results and live a more meaningful life.

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