OJ Simpson

If you evade conviction, it would be sensible to treat your life after that as a second chance. OJ took it to mean he could enjoy a lavish lifestyle. Now living in Las Vegas, OJ finds time to play golf at the Arroyo Golf Club a few times each week.  He has also been spotted in various hotels and at a hockey game.  OJ also allegedly travels with his own Breathalyzer as a single instance of DUI could send him back to prison, given that his parole does not end until 2022.

He owns a 5,000-square feet home worth $1.8 million and a 1988 Bentley Mulsanne. He was also able to hang on to his cars despite all the financial challenges and legal scuffles.  What we know for sure is that his attorneys are good, because they were able to get him out of the dire legal situation he was in.