Saturday, August 22, 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

Oct 19, 2024; Tucson, Arizona, USA; Colorado Buffalos head coach Deion Sanders against the Arizona Wildcats at Arizona Stadium. Mandatory Credit: Mark J. Rebilas-Imagn Images

Deion Sanders Facing Fraud Lawsuit Over ‘Prime’ Logo

A graphic designer is suing Sanders and multiple companies alleging false promises.
Mar 28, 2025; Minneapolis, Minnesota, USA; Minnesota Timberwolves minority owners Marc Lore and Alex Rodriguez celebrate the team's win over the Phoenix Suns at Target Center

Why Flood of NBA Team Sales Isn’t Slowing

Often it’s less about love of team, more about love of returns.
Aug 10, 2026; College Park, Georgia, USA; Toronto Tempo guard Marina Mabrey (3) dribbles against Atlanta Dream guard Rhyne Howard (10) in the third quarter at Gateway Center Arena at College Park. Mandatory Credit: Colin Hubbard-Imagn Images

WNBA Tanking Season Is Officially Underway

The Toronto Tempo have lost 12 games in a row.

Appeals Court Pauses Fifth Year of Eligibility Order

An appeals court has yet to make a final decision.
podcast thumbnail mobile
Front Office Sports Today

8/21/26 – Jeanie Buss’s Ownership Battle, US Open’s Record Purse, Harden Hits $500M

0:00

Featured Today

Soccer Football - Premier League - Arsenal v Burnley - Emirates Stadium, London, Britain - May 18, 2026 Arsenal's Kai Havertz scores their first goal past Burnley's Max Weiss

Why the Premier League’s Star-Power Shortage Doesn’t Matter

The world’s richest soccer league doesn’t rely on big stars to dominate.
August 12, 2026

Trendy Golf Hat Divide Is More Than a Fashion Fight

As golf has gotten trendier, so has the sport’s style.
Joey Spallina of the Maryland Whipsnakes
August 6, 2026

How Eye Black Became ‘War Paint’ on the Field

“You’re going into battle, doing something you only do on game days.”
August 6, 2026

Tom Brady Explains His Aggressive Push Into Trading Cards

Brady talked to FOS about his eponymous card company.
FILE PHOTO: Cricket - Indian Premier League - IPL - Mumbai Indians v Chennai Super Kings - Wankhede Stadium, Mumbai, India - April 23, 2026 Mumbai Indians' Suryakumar Yadav in action
August 5, 2026

India Is Stealing Cricket’s Throne From England and Australia

India’s insatiable appetite for cricket has shifted the traditional locus of power.
Nov 6, 2023; Tuscaloosa, Alabama, USA; Alabama guard Kai Spears (32) a walk on guard, takes a three late in the game at Coleman Coliseum. Mandatory Credit: Gary Cosby Jr.-USA TODAY Sports

New York Times Loses $9.25M Defamation Verdict to Ex-Alabama Player

The outlet called the inaccurate report “an honest mistake.”
Golf - LIV Golf - United Kingdom - JCB Golf and Country Club, Uttoxeter, Britain - July 24, 2026 Crushers GC's Bryson DeChambeau in action as he hits a tee shot on the first hole during the second round
First at FOS
August 18, 2026

Production Company Sues LIV for $1.2M in Missed Payments

Fresh Tape managed logistics and on-site production for a LIV event in Florida.
The Delaware Life logo is seen on a web browser in this illustration taken on August 17, 2026.
August 20, 2026

Mark Walter Has Been Here Before. What Happens Next?

“There’s fraud here,” one expert tells FOS.
Sponsored

Saints Great Turns to Ownership

Marques Colston discusses his Champions Fund launch and finding success after football.
August 14, 2026

MSG Gets Major Win in Ninth Year of Charles Oakley Legal Battle

A judge granted summary judgment in MSG’s favor.
August 14, 2026

Cubs, Nationals in Trademark Fight with WNBA Over ‘The W’

The baseball teams claim the league’s filing could cause “confusion.”
First at FOS
August 14, 2026

Panini Says Fanatics Cheated to Win NBA, NFL Card Deals

The allegations were made in a new court filing.
August 8, 2026

Mavs Owner Dumont Hits Back at Cuban in Arena Fight

Cuban is required to arbitrate the dispute privately, Dumont claims.