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Chris Olave was the New Orleans Saints' lone All-Pro last season. Now, he's signing a record-setting deal with the team.

CBS has sidelined Tony Romo… but escaping the final $72 million on his contract could be much harder.

The Golden State Warriors missed out on signing LeBron James and bringing him to the Bay. Instead, Draymond Green will return for next year.

Damian Lillard's tenure in Milwaukee was rocky and led to zero playoff series victories. And the Bucks still owe him a ton of money.

LeBron James has agreed to a deal with the Philadelphia 76ers. Compared to his career earnings, this is a tremendous bargain.

Deion Sanders' son Shilo Sanders is trying to wipe out an $11.89 million judgment in bankruptcy court, but USA Today is now fighting to make sure the case does not unfold behind closed doors. The dispute involves a former school security guard, sealed juvenile records, a missed Texas trial, and a high-stakes question: can Shilo legally escape the debt?

LeBron James once owned 2% of Liverpool, a stake that would now be worth at least $120 million based on the club's reported $6 billion valuation. Fortunately for LeBron, the Fenway Sports Group stake he received in exchange may be worth even more.

Le'Veon Bell earned nearly $45 million during his NFL career and once walked away from another $14.5 million in search of a better deal. Years later, his attorney says the former Steelers star cashed in part of his NFL pension to make a $50,000 child-support payment—yet was still arrested on a related warrant.

Gary Trent Jr. accepted two relatively inexpensive contracts with the Milwaukee Bucks before suddenly landing a four-year, $64 million deal. Now the NBA is investigating whether the massive raise was part of a secret prior agreement designed to circumvent salary-cap rules.

Joe Smith earned $61 million over 16 NBA seasons, but taxes, real estate losses, luxury spending and a costly divorce eventually left the former No. 1 draft pick deep in debt.

NBA role player Pat Connaughton helped build a real estate company with a portfolio valued at more than $500 million. But after accounting for debt, outside investors and development partners, how much of that empire does he actually own?

Kyle Kuzma finds athletes complaining about making millions of dollars is "exhausting." And he's not shy about speaking up.

Shortly after he started hosting The Price Is Right, Drew Carey made an investment worth millions of dollars today.

Victor Wembanyama is one of the rising stars in the NBA. And now, he's getting paid like a superstar, too.

JJ Wetherholt has played half a season in the major leagues. That's been enough for the Cardinals to sign him for north of $100 million.