What's the worst trade you ever made? For me, I sold what is now easily >$100K of Magic The Gathering cards for $1K-ish before going to college. Had several black lotus, moxes, timewalks, etc mint condition. Who knew they would appreciate and rich nerds would create a market.
Turned down a job offer that guaranteed low single-digit millions per year for two years, because I was sure I could make more with a higher risk but higher reward option elsewhere. It turns out... I could not.
