The Perils of Being Suddenly Rich
nytimes.com
nytimes.com
I think my "perils" would be a bit more reasonable, like paying off my school loans, helping my parents out, and basic things like that. If I ever irrationally waste money as he did (and borrowed money, no less), I hope that the same outcome befalls me.
Another point is that he wasn't "suddenly rich" anyways. He was buying things with money borrowed against the company. I would think that a wise man would at least wait until the money is definitely there before buying multiple homes and throwing away money in various ways.
http://www.wired.com/wired/archive/6.06/es_burnrate_pr.html
Not particularly flattering.