Monday, April 20, 2026
Law

Charles Oakley Owes MSG $642K in Legal Fees

Oakley has been in an eight-year-long legal battle with MSG and its owners after he was ejected from the arena in February 2017.

Apr 12, 2023; Toronto, Ontario, CAN; Former NBA player Charles Oakley watches the action between the Chicago Bulls and Toronto Raptors in the play-in game at Scotiabank Arena.
John E. Sokolowski-USA TODAY Sports

Charles Oakley is going to have to write a big check to Madison Square Garden as part of the ongoing lawsuit between the former Knick and the team’s parent company. 

On Friday, a federal judge ruled Oakley owes MSG roughly $642,000 in attorney fees from the company’s quest to get Oakley’s deleted text messages after his 2017 ejection from the arena that prompted the lawsuit. The figure is lower than the $1.5 million MSG’s lawyers requested. 

Oakley’s text messages are part of an eight-year lawsuit he filed against MSG and Knicks owner James Dolan after he was ejected from a Knicks game in February 2017 and led away in handcuffs, just feet from where Dolan was sitting. Oakley has been critical of Dolan’s ownership over the years while the defendants argue Oakley was drunk and belligerent, which led to his ejection. 

The 6-foot-9 former forward played 19 NBA seasons, 10 of which for the Knicks, sued Dolan and the company in September 2017 alleging that security had used excessive force and thrown him to the ground. He is seeking damages for assault, battery, and damage to his reputation after Dolan insinuated Oakley was removed because of a substance abuse problem. The case was dismissed in district court in 2021, but overturned by a federal appeals court in May 2023. MSG sought summary judgment in late May, but the judge has yet to rule on that motion. 

MSG won the right to pursue legal fees in July, when a judge scolded Oakley for not keeping text messages from the aftermath of his arena ejection. MSG said its legal team at King & Spalding LLP tallied the cost of trying to recover Oakley’s text messages, which came to $1.5 million. 

Oakley argued in August that the hourly rate for MSG’s attorneys should be reduced based on a lack of background information they failed to provide. “Bad faith is the only sound explanation for a fee request of over one-and-a-half million dollars for one motion,” Oakley said in his August court filing in response to MSG’s requested figure. 

However, Judge Robyn F. Tarnofsky did find that MSG had insufficient time entries that were inconsistent, which led her to cap the hourly rate for legal fees at $200 per hour, according to the ruling. 

The judge ultimately granted MSG $604,000 in attorney fees. The figure is 45% of $1.3 million, after she knocked down the $1.5 million by $200,000. The judge also cut MSG’s requested costs from $57,335 to $38,022 to make Oakley’s bill $642,337. 

Oakley’s career earnings are roughly $44 million, according to HoopsHype. 

“The court denied most of MSG’s wildly inflated fee request,” Valdi Licul, one of Oakley’s attorneys said in a statement to Front Office Sports. “Nevertheless, we disagree that MSG is entitled to any recovery and will promptly seek to appeal.” 

A spokesman for King & Spalding did not immediately respond to a request for comment.

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

March Madness Hero Braylon Mullins Will Stay at UConn

The Huskies star will return for his sophomore season.

Caitlin Clark Prioritizes Health As WNBA Banks on Her Availability

The Indiana Fever star played in just 13 games last season.

Liberty Stars Are Taking Major Pay Cuts to Chase a WNBA Title

The new CBA makes it harder for teams to sign multiple max players.
Apr 13, 2026; New York, NY, USA; Azzi Fudd poses for a photo on the orange carpet before the 2026 WNBA Draft at The Shed at Hudson Yards. Mandatory Credit: Brad Penner-Imagn Images

Wings Shut Down Question to Azzi Fudd About Paige Bueckers Relationship

The Wings selected Fudd first overall earlier this week.

Featured Today

The Lawyer Steering the NIL Era

In the new era of college sports, Darren Heitner is everywhere.
blake griffin
April 14, 2026

Inside Blake Griffin’s Rookie Season at Prime Video

The six-time All-Star was initially hesitant to enter the media space.
Matthew Schaefer/Front Office Sports
April 10, 2026

Matthew Schaefer Has the Hockey World in His Thrall

The teenage Islanders defenseman cannon-balled into the NHL.
April 9, 2026

College Athletes Are Ignoring NCAA Gambling Bans

“We were going to bet regardless,” says one former D-I athlete.

Ex-Alabama Player Used NFL Disguises in $20M Fraud, Feds Say

Prosecutors say Luther Davis posed as three NFL players.
Apr 8, 2026; Boston, Massachusetts, USA; Boston Red Sox right fielder Wilyer Abreu (52) hits a single against the Milwaukee Brewers during the seventh inning at Fenway Park.
April 14, 2026

Red Sox Say Fans Whiffed With ‘Junk Fees’ Lawsuit

“Plaintiffs were not deceived,” the team argues in a new filing.
April 16, 2026

Damon Jones Will Plead Guilty in NBA Betting Case

Jones will appear at a hearing April 28 in Brooklyn.
Sponsored

From Gold Medalist to Business Founder

Allyson Felix on investing in women’s sports and what comes next for track & LA28.
Feb 8, 2026; Santa Clara, CA, USA; New England Patriots quarterback Drake Maye (10) fumbles as he is sacked by Seattle Seahawks linebacker Derick Hall (58) in the second half in Super Bowl LX at Levi's Stadium
April 10, 2026

StubHub to Pay $10M to Settle FTC Case Over NFL Ticket Fees

The company was charged with purposely delaying compliance with a rule.
NFL: Denver Broncos at Washington Commanders
April 9, 2026

Top Sports Attorneys Command $10M Salaries Amid Poaching Frenzy

“The transfer portal is open for sports lawyers.”
In this photo illustration, a mobile device displays the Kalshi logo while a laptop displays the webpage of the prediction market platform in Copenhagen, Denmark, on February 10, 2026. (Photo by Kristian Tuxen Ladegaard Berg/NurPhoto)
April 6, 2026

Court Keeps Kalshi’s Sports Contracts Live in New Jersey

An appeals court handed Kalshi a big preliminary victory.
exclusive
April 4, 2026

Caleb Williams Didn’t Mean to Start an ‘Iceman’ Fight

“It’s all respect” to NBA legend George “Iceman” Gervin, Williams told FOS.