The Los Angeles Clippers' six-year partnership with Kawhi Leonard has been marred by injuries, legal issues, and costly trades, leading to a generally negative assessment of the era.

A major trade that brought Leonard to the Clippers involved giving up a future MVP, Shai Gilgeous-Alexander, who led the Thunder to their first NBA title and became an All-Star, along with a draft pick used for Jalen Williams.

Leonard signed a three-year, $103 million contract with the Clippers in July 2019, which was contingent on the team trading for Paul George.

The 2024-25 season marked Leonard's first full playoff series since 2021, underscoring his ongoing injury struggles.

Despite a strong overall win-loss record of 180-86 (.677 winning percentage) with Leonard on the court, injuries and off-court issues have limited the team's success.

A rival NBA general manager described the Clippers' signing of Leonard as 'a f--king disaster,' reflecting the poor outcomes since the deal.

The Clippers' trade for Paul George involved five first-round picks, Shai Gilgeous-Alexander, and Danilo Gallinari, a move seen as risky but fair at the time.

Since signing with the Clippers, Leonard has earned nearly $244 million but has only played 266 games due to injuries, restricting his postseason impact.

The team has also faced multiple legal issues related to Leonard, including lawsuits, fines for tampering, and investigations into salary cap circumvention involving a no-show endorsement deal.