Bankruptcy laws are stricter than they used to be.
Apparently his debts (between $10 million to 50 million) are consumer debt, NOT business debt.
We'll have to wait to see exactly how much he's worth and how much he owes when it becomes public record. The fact that he apparently has at least $10 mil in assets in his name could mean that he may not have kept much (if anything) in trusts or corporate structures.
And if he was smart he wouldn't have done what he did in the first place. I'm surprised he didn't try to settle before going to trial or is not appealing it. He may not be able to afford legal fees.
I don't know if he's broke or in the red or not. But these rappers, athletes, and other entertainers are notorious for blowing through many millions and ruining themselves financially. Filing bankruptcy is not a good thing - not an indication that you're doing everything right. It's something to be avoided if possible - particularly personal BK.
Filing personal or even business BK will make it difficult or impossible to hold many professional licenses, and is something that certain professions will require you disclose publicly (plus it becomes public record). It will shut many doors for future employment opportunities if / when he's no longer in demand as an entertainer and needs to do something else for a living.
I would not be at all shocked if he's blown through most of that $155 million or whatever and is in the red. Besides other ways they waste money, some of these "entertainer" guys are known for spending hundreds of thousands a night at clubs and casinos, among other things.