How much for an island?
From collecting cash receipts to overseeing investments, business managers handle daily money matters for A-listers. They also advise when it comes to purchases -- cars, boats, houses or something more outlandish.
"One of my clients wanted to buy an island," recalls Kaplan. "And yeah, it's a wonderful idea, but then you realize what you have to do for upkeep."
Restaurants also raise red flags. Britney Spears' now defunct Nyla restaurant and Jennifer Lopez's Madres eatery are just two examples of many doomed forays into the hospitality business.
Kaplan says his clients put cash into the restaurant trade because they can afford to lose it.
"We already set aside enough money from real investments. We've already put that aside, and dealt with that, and basically said to them, 'hey, here's a chunk of money. Enjoy. Do what you want with it.'