Sunday, August 2, 2026
  • -
    days
  • -
    hours
  • -
    minutes
  • -
    seconds
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

Athletes Unlimited

Athletes Unlimited Cancels 2027 Season

Several other women’s winter basketball leagues have launched in recent years.
March 11, 2025; Las Vegas, NV, USA; Oregon State Beavers celebrate after defeating the Portland Pilots after the game in the final of the West Coast Conference tournament at Orleans Arena. Mandatory Credit: Kyle Terada-Imagn Images

Oregon State Women’s Basketball Players Launch Unionization Effort

The players will test whether state laws will recognize them as employees.
Jun 6, 2026; Brooklyn, New York, USA; Indiana Fever guards Sophie Cunningham (8) and Caitlin Clark (22) at Barclays Center. Mandatory Credit: Wendell Cruz-Imagn Images
Opinion

Sophie Cunningham Is Caitlin Clark’s Bodyguard On—and Off—the Court

The Fever enforcer has become the WNBA’s newest lightning rod.

Blazers Defend Arena Pitch in Testy City Council Meeting

The city and team have publicly sparred over the Moda Center.
podcast thumbnail mobile
Front Office Sports Today

7/31/26 – UEFA’s FIFA Boycott, LeBron’s ‘Last Dance’ Doc, Tush Push Stays

0:00

Featured Today

WPBL

Who’s Playing Women’s Professional Baseball?

Sixty players from 11 countries are descending on Illinois for six weeks.
Tom's Watch Bar
July 17, 2026

Sports Bars Are Cashing In From Summer of Soccer

The World Cup has brought a windfall to America’s biggest sports bars.
Jun 16, 2026; East Rutherford, New Jersey, USA; France forward Michael Olise (11) controls the ball against Senegal during a Group I match of the 2026 FIFA World Cup at New York New Jersey Stadium
July 16, 2026

Where World Cup Stars Go to Customize Their Cleats

The world’s best players turn to a Scottish craftsman for perfect cleats.
July 10, 2026

What the World Cup Means to Erling Haaland’s Tiny Hometown

The tournament’s breakout star is from a rural Norwegian town.
July 10, 2026

Why So Many Media Outlets Are Rushing Into Sports

Sports coverage has ballooned in every corner of media.
FILE PHOTO: New York Attorney General Letitia James speaks to the media in Norfolk, Virginia, U.S., October 24, 2025.

New York Calls Kalshi ‘Illegal Gambling Operation’ in $36B Suit

Kalshi called the lawsuit “political theater.”
Portland Trail Blazers Coach Chauncey Billups exits the Brooklyn Federal Courthouse after a hearing on illegal gambling schemes, in Brooklyn, New York, U.S., March 4, 2026. REUTERS/Eduardo Munoz
July 23, 2026

Chauncey Billups Continues Push for Speedy Poker Trial

Prosecutors are seeking a delay, while Billups pushes for a November trial.
July 28, 2026

Major Figure in NBA Betting Case Pleads Guilty to Poker Fraud

Shane Hennen is implicated in all three federal gambling probes. 
Sponsored

The Football Marketing Offensive Playbook

How to activate during the moments that matter most to football fans.
First at FOS
July 22, 2026

LIV Golf Settles $1M Trademark Lawsuit After Stinger GC Rebrand

Tee manufacturer Stinger Golf first sued LIV in June 2025.
Soccer - Copa Libertadores - Final - Atletico Mineiro v Botafogo - Estadio Mas Monumental, Buenos Aires, Argentina - November 30, 2024 Botafogo owner John Textor celebrates with the trophy after winning the Copa Libertadores
July 20, 2026

John Textor Seeks $400M From Michele Kang in Lyon Takeover Suit

Textor claims Kang convinced him to give up control of Lyon while plotting to oust him.
July 16, 2026

MSG Dodges Data-Breach Suits But Lawyer Warns Privacy Fight Isn’t Over

“We’re only hitting the tip of the iceberg,” one attorney said.
July 14, 2026

The Most Powerful Lawyer in Sports Is Representing Paramount

Kessler is defending Paramount’s merger with WBD against antitrust claims.