Entrepreneurial Insights | Andrew Wilkinson | Knowledge Project 143

Businessman and investor Andrew Wilkinson has made a successful career out of channeling his entrepreneurial spirit, but he knows that sometimes that energy can be a double-edged sword.

On this episode, Wilkinson goes in-depth on the lessons learned from a career that’s seen him build a business empire of nearly 40 companies, but also why he’s had to re-calibrate his personal goals after struggling to find happiness in the summer of 2021. He also discusses mimetic desire, building a business in a small Canadian market, competing with venture-backed companies, strategies for hiring CEOs, the mistakes that have cost him millions of dollars, and so much more.

Wilkinson is the co-founder of Tiny Capital, which owns over 40 different companies including AeroPress, MetaLab and Dribble. He is also the co-founder and chairman of WeCommerce, a public holding company that starts, buys, and invests in the world’s top Shopify businesses. He is based in Victoria, British Columbia.

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00:00 - Intro
00:37 - Andrew’s dopamine addiction
04:48 - On mimetic desire
06:58 - What Andrew’s working towards
09:13 - Your strengths = your weaknesses
13:46 - Advantages of being in Canada
16:14 - How Andrew runs his company
19:08 - Lessons learned from hiring CEOs
25:18 - How Andrew uses wealth to live his life
31:48 - Andrew’s community
35:28 - What Andrew’s learned about biology and health
40:50 - How to raise kids with wealth
48:32 - How Andrew invests in public markets
54:00 - The history of WeCommerce
56:22 - On running & taking a company public
59:15 - Andrew’s habits for success
01:01:49 - How Andrew deals with stress
01:03:05 - Other self-improvement hacks
01:06:44 - Toughest negotiation Andrew was been a part of
01:08:23 - What success looks like for Andrew

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