Vin Baker earned $90 million in his career, and $15 million the past four years. If he's broke, he's the stupidest human being on the planet.
Note to future NBA multimillionaires - disregard the advice from your money people (who happen to make commissions on your investments) and pay cash for your homes when you're pulling down $60+ million for your career. Buy just two or three of them, since property taxes, upkeep, staff, utilities, etc are a bit-ch. Then put money aside in a safe investment vehicle to run these houses for 40 years or so. Each $4 million house is going to cost at least $150,000 a year in property taxes, insurance, upkeep, etc. Put $10 million aside at a 5% return and you're all set. Between buying and the annuity for taking care of the three mansions for that's about $25 million, so you need to make about $45 million before taxes to pay for that.
Put another $10 million in a safe investment, again generating 5%, and you have $40,000 a month in spending money. With the other $30 million+ you make, invest it in higher risk, higher reward vehicles.
Any investment pro who works with high worth individuals would say the above scenario is stupid, but a lot of these athletes are like lottery winners, with the added zinger that when their career ends, the thrill seeking starts. Plus, these aren't ordinary investors, with the child support, crazy cars, jewelry, clothes, etc. The smart move for the undisciplined NBA superstar is to set themselves up with a foolproof plan, even if the returns are lousy, so they don't end up schlepping around Europe when they're broke, like Kenny Anderson ($63 Million in career earnings, now broke).
Last piece of advice -- Don't ever own a restaurant.