80s TV
Or could be early 90s
The series was on BBC2 about a young successful man who slept in a box? By day he was a successful young [lawyer-i think], but a bit of a jack the lad with the ladies. Thought nothing about breaking the law to get his own way and get on in his life.
At night he would go home to his posh apartment and sleep in a cardboard box due to his childhood.
It was only on for 1 or 2 series and the guy looked a bit like robert downey junior.

This is the acclaimed but short-lived (eight episodes) TV series "Profit", which aired on Fox the show-killing network in 1996. It starred Adrian Pasdar (currently on "Heroes") and was produced by David Greenwalt of "Buffy" and "Angel" fame. Details at:

http://en.wikipedia.org/wiki/Profit_(TV_series)