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We had a friend who threw amazing parties because he had this sort of transgressive sense of humor. He got rich, retired young, and I fully believe that the professional peer pressure was the main thing keeping his screws tight because he just fell apart over three years. At one point he was telling my spouse he was trying to make himself crazy. Congratulations bud, you already are. Sane people don’t do that.

Predatory people took advantage of his behavior and generosity, and by thirty he was involuntarily committed, his mother given power of attorney. My spouse was the person feeding his mom the information she needed to see to intervene. All he had left was the equity in his condo and $50k.

I’m not sure I believed the deranged millionaire trope until I met this guy. And I watch my younger friends and acquaintances for signs of mania that masquerade as out of box or transgressive thinking.




How did your friend get rich, and how did people take advantage of him?


Massive mooches, and a “situationship” with a woman who wasn’t quite his girlfriend.

Microsoft millionaire.




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