Kenny Anderson – $60,000,000
Very few players over the past couple decades have sabotaged their lives (on and off the court) as miserably as Kenny Anderson. The High School All-American and college star’s road-to-ruin is like a bingo card for the typical issues you see in these stories.
There’s the collection of luxury cars (Porsche Carrera, Lexus, Mercedes, and a customized Range Rover), the poor business investment (a failed clothing line called “Kenny the Kid”), child support debts (seven kids from five different women), and legal issues (a DUI arrest in 2010 that forced his last employer — a Jewish High School — to let him go). It’s sad to see that his off-the-court exploits were in the news more often than his accomplishments in the NBA.
Larry Johnson Made $40,000,000
During his playing days, Johnson made some serious money as a member of the Charlotte Hornets and the New York Knicks. He also struck gold with an iconic endorsement deal with Converse, where he dressed up as “Grandmama.” But these days, it’s the four different women whom he’s had five children with who are making money. Johnson, the former #1 overall pick in the 1991 NBA Draft, declared bankruptcy by claiming more than $300,000 in debts, including over $120,000 in unpaid child support.
But, Johnson’s story took a very interesting turn several months ago, when one of those women alleged that Johnson has $26 million stashed away in a private account. She also claims that Johnson only sends $1,000 of the court appointed settlement of $11,000 per month in child support.