Three NBA players who fumbled the bag this offseason

NBA guard Gary Trent Jr. opted into his contract with the Toronto Raptors last summer hoping to work out an extension. 12 months later, he had to settle for a minimum deal. Trent is part of a trio of NBA players who misjudged their value and lost millions this summer.

Gary Trent Jr., Milwaukee Bucks

Trent was making $18.6M in the final year of his contract in 2023-24. The Raptors reportedly offered Trent a new deal averaging around $15M per year, but Trent wanted a raise, asking for a salary worth $25M annually. Instead, the Raptors signed Scottie Barnes and Immanuel Quickley to deals worth over $400M combined, picked up Bruce Brown's $23M option and used their cap space to take on Davion Mitchell and Sasha Vezenkov's salaries to get a second-round pick.

Trent settled for the veteran minimum with Milwaukee this summer, worth roughly $2.8M. That's a huge pay cut and over $12M less than what he turned down with Toronto. He could make it up with a strong year with the Bucks, who are still a championship contender, but he took a serious financial hit this summer.

Klay Thompson, Dallas Mavericks

Thompson turned down a two-year, $48M extension with the Golden State Warriors last summer, possibly because teammate Draymond Green signed for twice as many years and twice as much money (four years, $100M). After negotiations with Thompson's team of 13 seasons broke down because the Warriors wanted Thompson to wait on their other moves, the veteran three-point ace settled for $50M over three years with Dallas.

Though this wasn't a miscalculation by Thompson as much as it was a reaction to feeling disrespected. Thompson was briefly benched in favor of rookie Brandin Podziemski last season and Green, Jordan Poole and Andrew Wiggins all received four-year extensions. The Warriors even rejected a proposed deal for two years and $40M to keep Thompson. Still, the result is that Thompson left money on the table, though he seems to have chosen happiness over cash.

Caleb Martin, Philadelphia 76ers

Martin acknowledged he made a mistake in rejecting a five-year, $65M deal from the Miami Heat after settling for four years and $32M with the Philadelphia 76ers.

"You're always going to wish you can make as much money as you can," Martin told reporters. "It's part of the game, it's part of life. You live and learn. You take risks. Sometimes it works, sometimes it doesn't."

While he ended up on what's likely a better team in the process, the lost money should especially sting Martin. Trent is only 25 and has made almost $56M in his career. Thompson has made over a quarter billion. Martin will be 29 before next season and only banked $20M on his last deal. For what was likely his last chance at a big contract, Martin ended up with half of what he could have netted.