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Andrew Wilkinson, Tiny // From Barista to Billionaire, Building The Internet's Berkshire Hathaway & Munger's Mental Models
Season 1 · Episode 51

Andrew Wilkinson, Tiny // From Barista to Billionaire, Building The Internet's Berkshire Hathaway & Munger's Mental Models

Creator Lab - interviews with entrepreneurs and startup founders

January 14, 20211h 2m

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Show Notes

Andrew Wilkinson is the co-founder of Tiny. He owns 30+ companies, including Dribbble, Metalab, Girlboss & Castro. Collectively, these businesses bring in $100mil+ in annual revenue.

Andrew took WeCommerce public the week of this interview, with the most recent market cap hitting $800mil Canadian dollars (Jan 2021)

He's a leading expert in buying, starting & growing online businesses.

Let us know what you think on Twitter: @bzaidi & @awilkinson

Watch on YouTube: https://youtu.be/QRIl2aGmzMc

In this conversation, you'll learn:

  • why Warren Buffet + Charlie Munger's approach inspired Andrew to create the Berkshire Hathaway of the internet
  • how mental models like "inversion" can help you think more effectively
  • the 4 types of entrepreneurs + understanding which type you are
  • how to hire key employees + a CEO to replace you
  • the importance of incentives + how to align employees around a shared vision

Timestamps:

  • 00:00:00 Snippet
  • 00:03:32 Who is Andrew? Buying, Building + Growing Companies
  • 00:07:41 Mental Models: Studying Warren Buffett + Charlie Munger
  • 00:10:22 Inversion
  • 00:12:12 Make A Few Good Decisions A Year
  • 00:13:54 The New Zealand Approach
  • 00:15:30 Fishing Where The Fish Are
  • 00:22:11 Controlling Emotions
  • 00:24:50 When Deals Don't Go To Plan
  • 00:26:07 How 2020 Changed Andrew's Strategy
  • 00:27:40 The Value Of Service Businesses
  • 00:32:08 Incentives
  • 00:34:09 4 Types of Entrepreneurs
  • 00:37:13 How to Hire a CEO
  • 00:40:21 Working With Recruiters
  • 00:41:42 Lessons on Firing
  • 00:43:35 Incentivizing CEOs
  • 00:46:20 Creating A Shared Vision
  • 00:50:39 The Art of Delegation
  • 00:53:33 "Twitter should be milking money"
  • 00:56:38 Lessons From Shareholder Letters
  • 00:58:49 The Future of Local News
  • 01:00:39 Wrap-Up