If he was making $40K a month, which is a significant amount of money, you would think he would have no problem securing health insurance for him and his girlfriend, Ms. Drew. You would also think he would be financially sophisticated enough to understand the details of a life insurance policy. However, in a sworn affidavit submitted as part of his lawsuit with Pinnacle he stated the need to obtain health insurance for him and his girlfriend as a pressing matter. He also stated an inability to understand a life insurance contract. BTW, he's represented in that case by a young solo practitioner, not the kind of representation usually associated with a high powered athlete or entertainer.