Re:What's been your dumbest waste of money in the last 20 years?
In early 1998, I was buying a new computer, and decided to get a really good one. I spent $3000 on it, and it was a really good computer. But there was a jump in technology, and by 2000 it was obsolete. Sigh. My current computer was bought in 2003 for $600, and is still fine for everything but movie editing (and mediocre for that).