We tend to think of rock stars as having it made, rolling in dough, and assured of lifelong comfort and wealth. But the truth is that popular music is a fickle business, and even artists with long-standing track records can quickly fall out of favor. Chart-topping artists go broke every day, and why? Well, just try getting a 22-year-old phenom with a $10 million record deal interested in long-term financial planning.