Tuesday, October 20, 2026

Andy Roddick Slams Billionaire Bill Ackman’s Pro Tennis Gambit

Roddick didn’t hold back in his assessment of the billionaire’s wildcard entry. 

Hall of Fame Open at the International Tennis Hall of Fame, Newport.
Imagn Images

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google

In his latest weekly podcast, called “Quick Serve,” Andy Roddick unloaded on Bill Ackman’s match at the Hall of Fame Open.

The former US Open men’s singles champion teed off on billionaire hedge fund manager Bill Ackman’s recent pro tennis debut in Newport, R.I., calling the match “a disaster” and “beneath the Hall of Fame.” 

Ackman, 59, founder of Pershing Square Capital Management, competed in the doubles ATP Challenger event alongside former pro Jack Sock on Wednesday. The two lost to Australia’s Omar Jasika and Bernard Tomic, 6-1, 7-5. 

The match, held at a combined ATP Challenger and WTA 125 event known for giving up-and-coming players or those returning from injury a chance to climb the ranks, drew widespread attention. The tournament has hosted other notable players like John Isner, Lleyton Hewitt, and Kevin Anderson, and is often an important stop for athletes looking to gain momentum post-Wimbledon.

“This was the biggest joke I’ve ever watched in professional tennis,” Roddick  said. “There was exactly one person on that court trying as hard as they could.”

Roddick didn’t hold back, questioning the validity of the wildcard entry altogether. “You don’t give a wildcard to someone who, 50 players at my club are better than him,” he said. “There was obviously an exchange of something,” suggesting Ackman paid his way in. 

The Hall of Fame Open confirmed to Front Office Sports that Ackman was part of the official wild card entry in partnership with Sock, who qualified for it as a 2021 doubles champion.

While Ackman showed effort on the court, Roddick saved some of his sharpest criticism for Bernard Tomic, their controversial opponent who has long been criticized for his on-court attitude. “He was serving 50 miles an hour to someone…This match is gonna be under review—it has to be.”

“It looked like four players were in the bag,” he added. “There’s no way what I just saw happened without…something.”

Before the match, Ackman seemed to embrace the novelty of the moment. “I’m peaking next week,” he joked in an interview with Front Office Sports.

But Roddick—and others—didn’t see the humor. Longtime tennis journalist Jon Wertheim posted on X: “Note, too, that this guy – who took a legit player’s draw spot – is helping bankroll the PTPA, which just filed a federal suit that, in part, seeks more ‘earning opportunities’ for players… This would’ve been fine for a pro-am. For a sanctioned event with points and prize$? It was, at best, wildly inappropriate and lacking in integrity.” 

That irony wasn’t lost on many, given the Professional Tennis Players Association’s recent antitrust lawsuit—backed in part by Ackman—against the tennis “cartel” for allegedly restricting earning opportunities and access to tournaments.

Roddick wasn’t the only former tennis pro to weigh in on the merits of Ackman playing in a pro event. Tennis legend Martina Navratilova also posted: “Apparently you can buy yourself a wild card. Oh to have the confidence…”

Download the FOS App

The business of sports, in your pocket.

QR code to download the app

Scan the QR code to get the app now.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Rays Clinch Pennant, Head to Small-Market World Series

The Rays clinched their third American League pennant.
Oct 28, 2024; Pittsburgh, Pennsylvania, USA; Hall of Fame quterback Troy Aikman stands with his Monday Night Football Broadcast announcer Joe Buck before a game between the Pittsburgh Steelers and New York Giants at Acrisure Stadium. Mandatory Credit: Barry Reeger-Imagn Images

Buck, Aikman Avoid the Elephant in the ‘MNF’ Booth

Aikman and Buck focused purely on football in their ‘MNF’ intro.

5 Biggest Storylines of the NBA Season

The 2026–27 NBA season starts Tuesday.
podcast thumbnail mobile
Front Office Sports Today

10/19/26 – NBA Limits Prop Bets, Michigan Benches Underwood, Upsets Shake CFB

0:00

Featured Today

College Flag Football Is Outgrowing Its DIY Era

Women have been building the college game themselves at the club level.
Oct 5, 2026; Pittsburgh, Pennsylvania, USA; Pittsburgh Penguins general manager Kyle Dubas arrives at the arena before the Penguins host the Winnipeg Jets at PPG Paints Arena
October 12, 2026

NHL’s New Wave of GMs Is Built Different

“I am in the prediction business,” Devils GM Sunny Mehta tells FOS.
Action Images/Peter Cziborra
October 9, 2026

Is Leicester City’s $264 Million Price Tag Too Rich for Hungry Investors?

After falling from grace, how much is a former top club worth?
Oct 3, 2026; Starkville, Mississippi, USA; Alabama Crimson Tide head coach Kalen DeBoer waits to run onto the field prior to the game against the Mississippi State Bulldogs at Davis Wade Stadium at Scott Field. Mandatory Credit: Petre Thomas-Imagn Images
October 7, 2026

Who Is Alabama Football in Year 3 Under Kalen DeBoer?

The No. 6 Crimson Tide host No. 2 Georgia on Saturday.
Cubs behind the scenes
October 6, 2026

Hollywood and TikTok: Sports Media’s New ‘Blueprint’

Teams and leagues are pouring money into the quest for fans.
Jul 2, 2026; Silvis, Illinois, USA; Blades Brown smiles with his caddie, Brett Swedberg, on the 9th green during the first round of the John Deere Classic golf tournament.

Teenage Phenom’s Pro ‘Gamble’ Paid Off With PGA Tour Record

The golfer turned professional in December 2024 when he was 17.
October 14, 2026

Rafael Jodar Embroiled in Yet Another Ball Kid Controversy

Jodar told a ball boy to “give me the fucking towel.”
October 15, 2026

Blake Griffin: Clippers Salary Cap Punishment ‘Probably Fits’

Griffin played eight seasons with the Clippers and made five All-Star Games.
Sponsored

Why Brands Are Betting On Major League Soccer

Discover why brands are investing in MLS as the league builds on World Cup momentum to drive fan engagement and sponsorship growth.
October 13, 2026

MLS Commissioner Don Garber Deflects on Messi Confrontation

Garber called Messi “the GOAT of all GOATs.”
October 8, 2026

Caitlin Clark Wants Mitchell Back With Fever Despite Fan Comments

Mitchell said she has yet to make a decision on her future.
October 7, 2026

Jimmy Rollins: MLB Analytics Gurus Undervalue Team Chemistry

“I went to the college of MLB. Where’d you go?”
Aug 23, 2026; Westfield, Indiana, USA; Jon Rahm tees off on hole 18 during the final round of the LIV Golf Indianapolis golf tournament at The Club at Chatham Hills.
October 7, 2026

Jon Rahm Will Not Participate in LIV 2.0

Rahm was LIV’s biggest star besides Bryson DeChambeau.