Never Enough
Published by Matt Holt Books, 2024
I wrote this book about what it feels like to get most of the things you wanted and still feel like something is missing. I started Tiny with $400 in a Victoria apartment. I built it into a public company that owned dozens of businesses. On paper, I was a billionaire, and yet I was more miserable than I’d ever been. Then my marriage ended, my mental health unraveled, and the number on the screen stopped meaning anything. This book is what I figured out when I finally had to ask what was actually worth wanting.
No email wall. Just the chapter.
Or buy the book
I tried to write a business book. This is what came out.
I started a freelance design business at eighteen with $400 in the bank, a coffee addiction, and no plan. It became Tiny, which twenty years later owns Letterboxd, AeroPress, Serato, Dribbble, MetaLab, and a few dozen other businesses across software, consumer goods, and media. In 2023 we took it public. For about eighteen months, on paper, I was a billionaire. The stock has since done what stocks do.
That’s the version that fits in a tweet. The book is the other version. The one with the divorce, the panic attacks, and the very specific feeling of hitting the number you spent your twenties chasing and realizing the number is now the floor.
It’s about ambition and money and the way they eat each other. About marriage, and what happens when your work becomes the third person in the room. About the loneliness at the top, which is real, and which nobody warned me about. About giving money away, what that actually feels like, and what it doesn’t fix. About what comes after “more.”
I tried to write the book I wish someone had handed me at eighteen. Direct, specific, occasionally embarrassing, and free of the motivational-poster register most business books default to. If you’ve ever hit a number and felt nothing, built the thing you wanted and noticed you still wanted something, or watched someone you love disappear into their own ambition, I think you’ll get something out of this one.
What people are saying.
Real notes from people whose taste I trust.
“Like going to business school and therapy all in one book.”
“A massively important topic written by a guy with firsthand experience. Everyone should read this.”
“An incredibly candid and personal story of a great young investor and his learnings from his successes and failures to date. I read it in one sitting and loved it. A must-read.”
“Never Enough is a gripping reminder about what’s worth wanting and being careful what you wish for.”
“A thrilling and unique story. Humble dude goes from $0 to billionaire with a surprise ending. His choices along the way fill you with envy or disgust, and make you question what you’d do if this happened to you.”
“Never Enough might be the best book I’ve ever read about making loads of money… Andrew Wilkinson has stepped off this hedonic treadmill to give us a gripping first-person account of his singular experience as an entrepreneur and investor.”
“A raw, unfiltered look at the dark side of entrepreneurship, Never Enough strips away the glitz to reveal the grit. Essential reading for anyone seeking the unvarnished truth about the entrepreneurial journey.”
“What makes Never Enough so compelling is the extreme candor with which Andrew describes his remarkable hardship-laced entrepreneurial journey. Warts and all, he tells it exactly as it unfolded. The take-home value is off the charts!”
“The best, most life-changing business books are written by people who’ve quietly spent decades building massive companies and then, after years of others begging, finally give in and tell their stories. That’s Andrew and this book.”
Andrew Wilkinson
I’m the co-founder and chairman of Tiny, a publicly traded holding company that owns Letterboxd, AeroPress, Serato, Dribbble, MetaLab, and more. I started out at eighteen with $400 and a freelance design business that became Tiny. I write a twice-monthly newsletter at neverenough.com and live on Vancouver Island.
Get your copy.
The book is out now in hardcover, ebook, and audiobook.