Moneywise Re-Up: I’m Worth ~ $500m. Here’s What I Regret (And Don’t) Spending On with Andrew Wilkinson
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Jun 24, 2025 
Andrew Wilkinson, the founder of MetaLab and Tiny, achieved immense wealth in his 20s but faced harsh realities along the way. He shares his journey from reckless spending to near bankruptcy, emphasizing that luxury doesn’t guarantee happiness. The impact of wealth on relationships and identity is explored, along with the complexities of giving back and the emotional burden of ownership. Andrew reflects on the lessons learned, advocating for meaningful investments and the importance of financial transparency in fostering genuine connections.
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Early Wealth and Management Challenge
- Andrew Wilkinson made six figures before his twenties and kept increasing his income rapidly.
- He reached a point where he had to figure out how to manage the wealth he was accumulating.
Reckless Spending on Electronics
- Andrew spent money recklessly on luxury electronics to make up for a childhood without them.
- This consumerism became empty and unfulfilling quickly despite the high spending.
2008 Crash Near Bankruptcy
- The 2008 stock market crash nearly bankrupted Andrew due to a demanding client refund.
- This event was a major financial wake-up call.