S.B.
This smells a bit like troll, but I'll bite.
So this man started his business at 16 and is now a semi-retired millionaire??? It sounds like your son could benefit from learning about business from him.
How this man lives, unless he is hurting someone is absolutely none of your business. If I were a semi retired millionaire at 32, I'd party, sleep late, buy things and enjoy life too. It's not your place to question him or his choices.
And if he is really that unsavory, why on earth are you even asking him to babysit?? If he is so irresponsible with day to day stuff, why would you ask him to care for a child?
If he is a bad influence, limit your son's time with him. Have your son's father step in to guide him in a more positive direction. Talk about the work, risk and dedication it too to get to the free lifestyle his Uncle is afforded now. There are bad influences all over, you have to show your son how to make his own path and think for himself.