I really wonder what it is.... There has to be some kind of personality disorder behind this... There's a tremendous imbalance between a seemingly reasonable intelligent person that can form nearly grammatically correct paragraphs and ideas, and yet makes horribly stupid business decisions and flaws in character.
The money has to disappear somewhere. An addiction perhaps? I was wondering about something like crystal meth or heroin, but I would think that would've disrupted his reasoning ability by now. Perhaps prescription pain-killers like Percocet or Oxycontin? Rush Limbaugh held it together for a while before getting caught.
If not drugs, maybe gambling. Just some ideas. It's amazing how well people can hide some addictions.
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1974 2002, 4224479, #74 EP/FSP, daily driver, track toy
1983 Yamaha RX50: 7hp/70+ MPG, in town run-about
1992 Miata: #43 CSP, winter beater