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Charles Oakley has lawsuit against Madison Square Garden dismissed
Sports

Charles Oakley has lawsuit against Madison Square Garden dismissed

By Time Blitzed
August 23, 2026 3 Min Read
0

Knicks owner jabs Mamdani at city celebration

Knicks owner James Dolan appeared to take a jab at Mayor Zohran Mamdani during the team’s championship parade, questioning whether he was a ‘real Knicks fan.’ The remarks came days after the two publicly clashed over championship watch parties.

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Former New York Knicks forward Charles Oakley’s lawsuit against Madison Square Garden and owner James Dolan was dismissed for a third time Friday.

The legal drama between the former Knicks star and Dolan dates back to February 2017, when Oakley was thrown out of MSG after an altercation with arena security guards.

The case was initially tossed in early 2020, then again in 2021 and revived in early 2023 before once again being tossed this week.

MICHAEL JORDAN AND ADAM SILVER BOTH FAILED TO CONVINCE JAMES DOLAN TO END BEEF WITH LEGEND CHARLES OAKLEY

Former New York Knicks player Charles Oakley exchanges words with a security guard during the first half of an NBA basketball game between the New York Knicks and the Los Angeles Clippers at Madison Square Garden in New York Feb. 8, 2017. (AP Photo/Frank Franklin II)

After Oakley’s removal from MSG, he was subsequently arrested and, although the charges were eventually dropped, Oakley filed suit claiming false imprisonment and defamation, among other claims.

MSG released a statement saying it plans to pursue legal action against Oakley’s lawyer, Douglas Windsor, and his “unscrupulous law firm,” according to the New York Post.

“For more than nine years, Mr. Oakley’s lawyers have pursued claims they knew were false,” MSG said in its statement to the Post. “Those claims have now been dismissed by the court in their entirety — for a third time. 

“We are pursuing legal action against Douglas Wigdor, and his unscrupulous law firm, to hold them accountable for years of frivolous litigation and their blatant abuse of the judicial system.”

Charles Oakley is shown before an NBA basketball game between the Knicks and the Cleveland Cavaliers in Cleveland.

In this Feb. 23, 2017, file photo, former New York Knicks player Charles Oakley is shown before an NBA basketball game between the Knicks and the Cleveland Cavaliers in Cleveland.   (AP Photo/Tony Dejak)

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Oakley’s legal team released a statement of its own concerning the dismissal of his lawsuit.

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“We are disappointed with the court’s rulings. We believe there are conflicting accounts, and only a jury can decide what exactly happened. We are hopeful that the Second Circuit will agree for a third time and remand the case for an immediate jury trial.”

The 6-foot-8 Oakley played for the Knicks for more than a decade, helping the team reach the NBA Finals in 1994 and earning All-Star and All-Defensive Team considerations during that same season.

madison square garden exterior at night

Lights illuminate the exterior of Madison Square Garden May 8, 2023, in New York City. (Nicolas Economou/NurPhoto via Getty Images)

His long-standing public feud with Dolan hasn’t stopped Oakley from supporting the team, though.

The former Knicks enforcer attended several road playoff games en route to New York’s first NBA championship in over 50 years.

Austin Perry is a writer for OutKick.

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CharlesdismissedGardenlawsuitMadisonOakleySquare
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