“I was terrified of not having enough. Of this sensation that burned into my stomach like an ulcer, making me grit my teeth.”
“Being in a business with bad economics is like being the shuttlecock in someone else’s badminton game.”
“One of the things I’d also observed over the years about business tycoons, especially those in Silicon Valley, is that while they were all clearly brilliant in their own way, many of them often acted as though they had the answer to everything.”
“I’d been reading about technology companies, not because I had a gift for coding or some impressive startup idea. The world of technology just felt shiny and new, a fresh start for a young adult who had dropped out of two schools in less than a year.”
“My biggest problem was that I had succeeded, at least in the pursuit of building my company. Where I had failed was with the rest of my life.”
“I’m not saying that money was all bad. There were plenty of positives. It made life easier, like some sort of magical universal lubricant.”
“From the outside, I looked like a king in a sparkling castle. But internally, I knew my fortress’s weaknesses all too well. I knew that the castle walls needed to be extended and rebuilt and the moat dug deeper.”
“It’s hard to describe what it feels like to know that tens of millions of dollars are about to be wired into your personal bank account. The numbers ticked higher and higher like some sort of fantasy scoreboard, where I was the only player. There’s a rush of adrenaline, blended with an overwhelming mix of excitement and disbelief.”
“The goal isn’t—as many people think—to not work at all; it’s to only work on things that you enjoy doing. The stuff that you’d do even if you didn’t get paid for it.”
“The emptiness of making money taught me something I had been so slowly learning: that the payoff wasn’t the point—it was the process. The act of building something. Of designing the life you wanted.”
Andrew Wilkinson is an entrepreneur and investor from Victoria, British Columbia. As co-founder of Tiny Capital, a long-term holding company with brands like AeroPress, Dribbble, MetaLab and Letterboxd, he built a business valued at over a billion dollars by age 36, starting from a $6.50-per-hour barista job.