I read the whole thing...
This guy is stupid. They're glossing over a very immature, far from Earth individual. He had a fiancee, a house, and several cars... he lost one thing (his fiancee), found himself in a house he didn't like an and area he didn't want to be in, so he sold everything (save for the house, which he can't get rid of to save his life), and bought a Lambo.
THEN he proceeded to drive across the country aimlessly, pissing away money on gas, motels, food, and speeding tickets. He put almost 100k miles on the car before the timing chain finally stretched and bent all of the valves. Now he has a Lambo worth far less than what he owes on it, but he's happy because it's a good center piece in the custom motor cycle shop he's starting...
Congrats to the guy for being happy, but good God, that's not my cup of tea. It takes more than just a car to make you successful.