How Andrew Wilkinson went from cat furniture to a billionaire empire

In this episode of Make it Click, Willson Cross sits down with Andrew Wilkinson in Victoria, BC to trace the full arc, from college dropout pouring espresso shots to quietly becoming one of Canada's most prolific business builders. He gets honest about the failures along the way, the ADHD diagnosis that reframed everything, why he stopped drinking, and how AI is now letting him build without scaling headcount.Most founders think the only path to building something big runs through Sand Hill Road. Andrew Wilkinson proves otherwise.Andrew is the co-founder of Tiny, a holding company that owns 40+ businesses, including AeroPress, Letterboxd, and Serato, generating over $250M in annual revenue. He built it without venture capital, without a board breathing down his neck, and without sacrificing the businesses he loved to the highest bidder. He also wrote the book on it, literally: Never Enough: From Barista to Billionaire.If you've ever wondered whether there's a smarter, quieter way to build wealth without giving away your company, this one's for you.You'll hear about: the Warren Buffett-inspired acquisition model that changed everything · why B2B SaaS might be the next e-commerce · using AI agents to run businesses lean · the real cost of public persona and people-pleasing · and what financial freedom actually feels like when you get there.