Andrew Wilkinson

From Barista to Billionaire

Never Enough

Kyler Phillips

“It’s a mistake to be deeply ideological about almost anything,” he said. “It’s better to have doubt.”

I imagined my son sitting at the top of the stairs listening to us. In no way did I want to repeat history.

The two best days of a man’s life are the day he buys a boat and the day he sells it.

I know of nothing more despicable and pathetic than a man who devotes all the hours of the waking day to the making of money for money’s sake.

Some billionaires are horrible people. Some of them are selfish, narcissistic assholes—though you don’t have to have money to be any and all of those.

For the past year, I’d been wrestling with meaning. I’d done the thing I always wanted to do. Then there came a resounding question: Now what? Everyone rolls their eyes and thinks, “Oh, not me. If I had that much, I’d be just fine.” But trust me, you wouldn’t.

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. Scratching itches and solving problems. The struggle of creativity. Helping people reach their potential. The flow state. The journey itself.

Expected something deeper with more insights and learnings, not a type of autobiography that read like a flat novel. 

Never Enough From Barista to Billionaire

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