New England Patriots owner Robert Kraft has six Super Bowl Rings, but is currently in the process of selling one for the best possible reason.
Jerry Jones has had a pretty good run as the owner of the Dallas Cowboys, but three specific losses have reduced him to tears.
During his time in Green Bay, Clay Matthews developed into a star. After leaving Wisconsin, however, things went a bit differently.
Michael Jordan might have beaten Gary Payton and the SuperSonics in the 1996 NBA Finals, but The Glove earned more money than His Airness during their respective careers.
Despite making some poor financial decisions, Scottie Pippen never went bankrupt. In fact, the Bulls forward still has an impressive net worth.
Steve Kerr had a 15 season playing career before heading to the sidelines. As a head coach, he makes more money than he ever did as a player.
While Michael Jordan was never the most approachable person, Kobe Bryant won over His Airness using one specific strategy.
After flaming out of the NFL, Greg Hardy found a him in the UFC. His fighting salaries, however, are a bit different than his NFL paychecks.
Booger McFarland’s time on Monday Night Football has reportedly come to an end. Don’t think you’ve seen the last of the lineman, though.
While it seems like everything Shaquille O’Neal touches turns to gold, the big man makes less than you’d imagine performing as a DJ.
While Derek Jeter had a successful and well paying baseball career, he still has one regret about his time with the New York Yankees.
Amar’e Stoudemire made more than $160 million in the NBA. Now, he owns part of an Israeli professional basketball team.
If not for a favor from Tommy Lasorda, Mike Piazza’s Hall of Fame baseball career might not have ever gotten off the ground.
The Dallas Cowboys recently raised some eyebrows by inking Andy Dalton to a contract. Stephen Jones stepped forward to explain their thought process.
While Brian Scalabrine only averaged three points per game during his NBA career, he still earned more than $20 million playing professional basketball.
While the two men might be close in the record books, it seems like the late Don Shula considered Patriots coach Bill Belichick a cheater.
LeBron James’ life seems pretty perfect but even he has some regrets. The Lakers forward wishes he didn’t name his son Bronny after himself.
Former San Antonio Spurs guard Tony Parker used his massive net worth to buy a French basketball team. Now he’s looking at NBA ownership.
While plenty of professional athletes have routines and follow specific superstitious, few rituals are tastier than Marshawn Lynch’s love of Skittles.
While Shaquille O’Neal has made plenty of smart business decisions, he naively passed up a partnership with Starbucks.
Charles Barkley famously said that he wasn’t a role model; the fact that he once played an NBA game while drunk seems to confirm that statement.
Jerry Jones has turned a massive profit owning the Dallas Cowboys, but money can’t buy happiness. He has one regret about his time at the helm.
Miami Heat forward Jimmy Butler might have taken a tough road to the top, but don’t feel sorry for him. He’s a great basketball player, not a charity case.
Raiders draft bust Jamarcus Russell apparently needed a bag of junior bacon cheeseburgers in order to study game film.
While Ben Simmons has made more then $26 million with the Philadelphia 76ers, but he still regrets spending $10,000 on a pair of pets.
As we learned on ‘The Last Dance,’ Michael Jordan didn’t appreciate being compared to Clyde Drexler. Which legend has the larger net worth?
Even as a member of the Dream Team, nothing could stop Charles Barkley from going out on the town and hitting the local clubs.
While playing with Michael Jordan wasn’t always easy, Horace Grant believes landing with the Bull was one of the best things that happened to him.
While laying out $180 million for a single investment might seem like quite a gamble, everything worked out for Michael Jordan.
Mike Tyson spent plenty of money during in his career but buying tigers—and paying $250,000 after one attacked a woman—was one of his weirder moves.
On Saturday night, Jerry Jones inked Andy Dalton to a one-year contract. Even if he’s only the backup, that should send a message to Dak Prescott.
When you think of former San Antonio Spurs big man Tim Duncan, certain words probably spring to mind. Maybe you associate him with winning; alternatively, you could remember his famous bank shot as either boring or fundamentally sound. In all likelihood, however, you probably wouldn’t call him scared. Even Tim Duncan is human, though. In …
Bill Belichick might be all-business as an NFL head coach, but he once served as the president of a hard-partying college fraternity.
Alex Smith may night have lived up to the hype as a first-overall draft pick, but he’s still earned more than $160 million in the NFL.
While Babe Ruth may have had a legendary Major League Baseball career, he never received the chance to become a manager.
After signing his first NBA contract, Andre Iguodala celebrated with a trip to Niketown and several thousand dollars worth of sneakers.
Wilt Chamberlain was so talented that he earned $65,000 before he was even allowed to go pro and play in the NBA.
Seattle Seahawks quarterback Russell Wilson couldn’t make one big purchase until after signing his second NFL contract.
Matt Flynn might have only won a handful of starts during his NFL career, but the quarterback still made more than $19 million.
If not for a 2016 trip to the snack bar, Ja Morant’s $18 million NBA career could have gone down a much different path.
The Kansas City Chiefs were recently forced to cut Dustin Colquitt. The move might have been painful, but it was financially necessary.
Rob Gronkowski has made more than $50 million playing professional football, but he still follows one old “broke habit.”
Golden State Warriors guard Klay Thompson has made more than $100 million in the NBA, but he believes that “wealth is a mindset.”
During his time in Major League Baseball, Mike Piazza earned millions. His stint as an Italian soccer owner, however, was much less successful.
Muhammad Ali won plenty of fights in his boxing career, but he needed some advice from a photographer to upset George Foreman.
LeBron James has made more than $300 million during his time in the NBA, but he still regrets one impulse buy from early in his career.
Michael Jordan may be an all-time NBA great, but he wasn’t even the toughest player Gary Payton had to guard.
We might be months away from NFL action, but Chicago Bears quarterback Mitchell Trubisky could miss out on a $24 million payday.
During his time with the Chicago Bulls, Toni Kukoc would indulge in some massive pregame meals before hitting the court.
Dennis Rodman might have helped Michael Jordan win three NBA titles, but their relationship was nonexistent away from the court.