In 2006, Andrew Wilkinson was a young college dropout working as a barista in Canada while pondering his next move. His trajectory changed after a casual conversation with two web designers who had turned the coffee shop into a makeshift office. Wilkinson, napkin math in hand and enamored by the potential profits and lifestyle, took the bus to the local bookstore and bought a book on web design. Soon enough, he picked up his first local client for $500.

“I ran the numbers in my head, and I realized that these guys were making a fortune,” remembers Wilkinson. “I want to be the guy drinking the espresso, not the guy making it.” Flash-forward twenty years, Andrew stands at the helm of Tiny, a publicly traded conglomerate of 40+ diverse businesses that span both the digital and physical realms, from social networks like LetterBox and Dribble to the iconic Aeropress coffee maker and, recently, Yerba Mate brand Mateina with Andrew Huberman.

How exactly did Andrew Wilkinson go from espresso guy to running an empire? Listen to this episode to find out.

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