What happens when you have a lot of cheddar (cash) to blow? You make bets and don't care about the winnings.
In Jermaine Dupri's biography, "Young, Rich & Dangerous: The Making Of A Music Mogul," Dupri recalls, "Me and Jay-Z bet on basketball games all the time. One time I lost $15,000 to him. The next week, when he saw me backstage before a performance, the first thing he asked me was, 'Where's my money?' I handed over a fat wad of Benjamins and stood there while he counted. He ended up spraying most of the bills at the audience when he was onstage."
Jermaine Dupri randomly has $15,000 in cash on hand to give to people? I don't think he should tell people that. There are a lot of starving people out there that might wanna hold him up. Desperate people don't even care about bodyguards!