Andrew Wilkinson, Tiny // Building The Berkshire Hathaway Of The Internet, Going Public & Charlie Munger’s Mental Models


🤝 Who is Andrew Wilkinson?

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


🧠 What You’ll Learn From This Convo:

– 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


⏳Time Stamps (YouTube)

00:00 Intro Snippet
02:48 Who is Andrew? Buying, Starting + Growing Companies
06:57 Mental Models: Studying Warren Buffett + Charlie Munger
09:38 Inversion
11:28 Make A Few Good Decisions A Year
13:10 The New Zealand Approach
15:19 Fishing Where The Fish Are
21:27 Controlling Emotions
23:21 When Deals Don’t Go To Plan
25:23 How 2020 Changed Andrew’s Strategy
26:56 The Value Of Service Businesses
31:24 Incentives
33:25 4 Types of Entrepreneurs
36:29 How to Hire a CEO
39:37 Working With Recruiters
40:58 Lessons on Firing
42:51 Incentivizing CEOs
45:36 Creating A Shared Vision
49:55 The Art of Delegation
52:49 “Twitter should be milking money”
55:54 Lessons From Shareholder Letters
58:05 The Future of Local News
59:55 Wrap-Up


⏳Time Stamps (Podcast)


00:00:00 Intro Snippet
00:03:32 Who is Andrew? Buying, Starting + 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

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