Worst Owner: The world of professional sports is often shaped by the decisions made by team owners. These individuals hold significant power over the direction of their teams, from player acquisitions to financial management to the overall culture of the franchise. However, not all team owners are celebrated for their leadership. Some have garnered a reputation for making controversial, often disastrous decisions that negatively impact the team’s performance, its fans, and the broader sporting community.
Worst Owner: This article will examine some of the most infamous and widely criticized owners in professional sports, exploring the reasons why they are considered the “worst” by many, and how their decisions affected their teams. We will discuss their tenure, controversial actions, and the lasting impact of their ownership. While it’s difficult to name a single “worst” owner, certain individuals consistently make headlines for all the wrong reasons.
1. James Dolan (New York Knicks – NBA)

Worst Owner: James Dolan, the owner of the New York Knicks and the Madison Square Garden Company, is perhaps one of the most criticized sports owners in recent history. Under Dolan’s leadership, the Knicks have been a fixture of dysfunction and mediocrity in the NBA.
Worst Owner: Why Is He Considered The Worst?
Mismanagement of the Knicks: Despite being one of the NBA’s most lucrative franchises, the Knicks have been mired in poor performance and inconsistency. Dolan has often made decisions that have been seen as detrimental to the team’s success, including poor hiring choices and high-profile trades that have failed to produce results.
Conflict with Star Players: Dolan has been involved in several public feuds with both players and coaches, the most infamous being his relationship with former Knicks star Charles Oakley. In 2017, Oakley was removed from a game and arrested, which sparked widespread backlash.
Lack of Accountability: Dolan is often accused of avoiding responsibility for the team’s poor performance and instead blaming others. His tendency to stick with underperforming executives has kept the franchise stuck in a cycle of failure.
Worst Owner: James Dolan In Numbers
Aspect | Details |
---|---|
Ownership Duration | Since 1999 |
Notable Controversies | Feuds with Charles Oakley, Poor management decisions, Conflicts with coaches |
Team Performance | Multiple seasons of underperformance and low playoff appearances |
Public Perception | Widely criticized for mismanagement, accused of being disconnected from fans |
2. Daniel Snyder (Washington Football Team – NFL)

Worst Owner: Daniel Snyder, the owner of the Washington Football Team (formerly known as the Washington Redskins), is another example of an owner whose tenure has been marked by controversy and a lack of success. Snyder’s management has often drawn ire from fans and critics alike.
Why Is He Considered The Worst?
Toxic Organizational Culture: Under Snyder’s ownership, the team has been embroiled in numerous scandals, including allegations of workplace misconduct and a toxic, misogynistic culture. The team has been accused of fostering an environment of harassment, leading to investigations by both the NFL and the U.S. Congress.
Lack of Success on the Field: Despite substantial investments and fan support, Snyder’s team has rarely competed for a Super Bowl. The Washington Football Team has failed to make deep playoff runs, and their performance on the field has been marked by mediocrity for much of Snyder’s tenure.
Controversial Decisions: Snyder’s refusal to change the team’s name, the Washington Redskins, until forced by corporate and societal pressure in 2020, is one of the more glaring examples of his resistance to public opinion. He’s also been criticized for running the team like a personal fiefdom, making poor hiring decisions and alienating fan bases.
Worst Owner: Daniel Snyder In Numbers
Aspect | Details |
---|---|
Ownership Duration | Since 1999 |
Notable Controversies | Workplace harassment, Name controversy, Poor on-field performance |
Team Performance | One Super Bowl appearance, Regular underperformance and dysfunction |
Public Perception | Widely disliked for toxic culture and lack of success |
3. Jerry Jones (Dallas Cowboys – NFL)

Worst Owner: Jerry Jones, the owner of the Dallas Cowboys, is considered by some to be one of the worst owners, despite his team’s consistent presence in the NFL. While the Cowboys have a storied history, Jones’ overactive involvement in team decisions has often led to criticism.
Why Is He Considered The Worst?
Over-Involvement in Team Decisions: Jones’ hands-on approach to team management has often been seen as detrimental. As both the owner and general manager of the Cowboys, he has been heavily involved in player personnel decisions, including the drafting of players and hiring of coaches. Many believe that his lack of football knowledge has been a major factor in the team’s failure to win a Super Bowl since the 1990s.
Firing of Coaches: Jones has been known for firing coaches quickly, even successful ones. His decision to fire head coach Jimmy Johnson, who led the Cowboys to two Super Bowl victories in the 1990s, is one of the most infamous moves in NFL history.
Performance vs. Expectations: Despite consistently having one of the most valuable teams in the NFL, Jones has been criticized for not producing results on the field. The Cowboys have failed to win a Super Bowl under his leadership, and the team’s performance has been inconsistent.
Jerry Jones In Numbers
Aspect | Details |
---|---|
Ownership Duration | Since 1989 |
Notable Controversies | Over-involvement in decisions, Firing successful coaches, Lack of Super Bowl success |
Team Performance | 3 Super Bowls (last win in 1995) |
Public Perception | Mixed; seen as a meddling owner with unfulfilled expectations |
4. Mike Brown (Cincinnati Bengals – NFL)

Worst Owner: Mike Brown, owner of the Cincinnati Bengals, has often been criticized for his approach to running the team. Brown’s tenure as an owner has been marked by a lack of success, as well as a number of controversial decisions that have made the Bengals one of the least successful franchises in the NFL.
Why Is He Considered The Worst?
Frugality: Mike Brown is known for being one of the most financially conservative owners in the NFL. This frugality has led to criticism that he does not invest enough in the team’s infrastructure, staff, or player acquisitions. As a result, the Bengals have consistently had one of the lowest payrolls in the league.
Poor Team Performance: Despite having some talented players over the years, the Bengals have rarely been a serious contender in the NFL. Brown’s inability to build a championship-winning team has led to frustration among fans.
Lack of Progress: The Bengals have not won a playoff game in over 30 years, which is one of the longest droughts in professional sports.
Worst Owner: Mike Brown In Numbers
Aspect | Details |
---|---|
Ownership Duration | Since 1991 |
Notable Controversies | Frugality, Poor team investments, Low success in playoffs |
Team Performance | No playoff wins in over 30 years |
Public Perception | Widely criticized for lack of effort in team success |
5. Al Davis (Oakland Raiders – NFL)

Worst Owner: The late Al Davis, owner of the Oakland Raiders, was one of the most controversial figures in NFL history. Davis was known for his eccentric decisions, defiance of NFL norms, and constant conflicts with the league’s commissioners and other team owners.
Why Is He Considered The Worst?
Defiance of Authority: Davis was known for challenging the NFL establishment. He moved the Raiders from Oakland to Los Angeles and back again, creating turmoil within the league and among fans. His battles with NFL Commissioner Pete Rozelle were widely publicized, and Davis often ignored league rules to make his own decisions.
Poor Team Management: Davis’s inability to build a consistently competitive team, combined with his unwillingness to work collaboratively with coaches and executives, led to periods of stagnation for the Raiders.
Conflict with Other Owners: Davis’s combative nature made him unpopular among other NFL owners, and his relationship with them was often strained.
Worst Owner: Al Davis In Numbers
Aspect | Details |
---|---|
Ownership Duration | 1972-2011 (until his passing) |
Notable Controversies | Conflict with NFL, Frequent relocations, Poor team management |
Team Performance | 3 Super Bowl victories, but periods of dysfunction and underperformance |
Public Perception | Controversial figure, seen as a maverick who often clashed with the NFL establishment |
The Legacy Of Poor Ownership
Worst Owner: The “worst” sports owners are often those whose decisions hinder the success of their teams and alienate fans. Whether through mismanagement, financial negligence, toxic cultures, or poor team performance, these owners leave a legacy of frustration. While some of these individuals, like Jerry Jones or Al Davis, had brief moments of success, their overall management styles often overshadowed their achievements. Sports fans and players are continually impacted by the decisions made by these owners, and their ability to influence the fortunes of a franchise is undeniable.
Worst Owner: As the years go on, team ownership may continue to evolve, and new figures will inevitably rise to lead their franchises. But for now, these owners will remain some of the most controversial and widely criticized figures in the world of professional sports.