
Originally Posted by
Him
Oh, but that's not how the story ends.
He saved a ton of money by the time he hit 40. He actually paid off the condo at 13 years into a 30 year mortgage...wrote a check for the balance.
Then he took an early retirement from his (fortune 100 level) employer with a golden parachute to the tune of 2 years salary.
Then he sold his condo to the tune of almost $300K... at that point you can imagine how his bank account is looking....
Oh, in selling his condo he gave away the mattress. The last time I visited him at a home he could call his own he was renting a room with someone in an apartment ... his bedroom had a blanket on the floor, he had a laptop and some clothes, plus of course his car.
Five years later he now has no home of his own (he couch surfs), is still living within 100 miles of where he was born, has been trying to buy a new place to live but cannot get out of the bargain hunter mode... he keeps looking at REO/bank owned (scary) places but other people always out-bid him... oh, and no job... he's been living on savings, which he's admittedly good at doing but between the 2008 financial mess zeroing out interest rates and tanking investments he is down a LOT of money even before his poverty-level living expenses.
At some point in there he got serious enough about suicide that I actually called his doctor to explain that the whole gamut of, "concrete plans, location, access to method, etc." screening was met. Fortunately he hasn't actually killed himself, but he just doesn't seem happy or healthy.
His embarrassment at his lifestyle was such that he had no serious relationships. Lived alone, will probably die alone. No wife, no kids.
That's an unbelievably sad story 
It sounds to me like he's on the autistic spectrum and never got diagnosed...
“I'm glad mushrooms are against the law, because I took them one time, and you know what happened to me? I laid in a field of green grass for four hours going, "My God! I love everything." Yeah, now if that isn't a hazard to our country..."
― Bill Hicks
"Sometimes eating the wrong food with the right attitude is a better choice than eating the right food with the wrong attitude... That’s how powerful the mind and the heart can be in the healing process."
- Chris Kresser