The Miami Heat’s president discusses regret on how he has handled player empowerment in this new NBA era.

For over two full decades of Miami Heat basketball, Pat Riley has been at the reign of power across the organization. His legendary Heat tenure began on the sidelines as a coach, where he helped lead his team to the franchise’s first ever championship back in 2006. However, in more recent years, the NBA icon has dealt with some regrets.

A couple seasons after that 06’ title, Riley stepped into a front office role and promoted the hungry coach Erik Spoelstra to take over for him for years to come. Riley has since been at the forefront with the state of the team’s roster as the president of the Heat, working alongside general manager Andy Elisburg.

Even with how elite of a legacy he has built in the game of basketball, noted by his 10 championship rings as a player, coach and front office representative, Riley is far from perfect. From roster construction failures to burned bridges in star player departures, he has been under the microscope more than ever as he nears the age of 80 years old this year.

In an interview with Dan Le Batard that took place a few weeks back (before the Jimmy Butler saga started to ramp up), he expressed that he has yet to make an adjustment on increased player empowerment.

Back in Riley’s prime, it was more of a rarity to see star players request out from their respective teams, nonetheless providing lists of “preferred destinations.”

However, in this era, money talks more than it ever has. A lot of disgruntled stars stem from failed contract agreements, although not being in winning situations also contribute to this. Still, if a player isn’t getting what they want, there is no second thought in forcing their hand in making things ugly. Butler’s situation is the latest example of this, and it is apparent that Riley has yet to learn from other past breakups between star players.

Dwyane Wade had no choice but to bolt on Miami after lowballed new contract offers from the Heat back in the summer of 2016. Ultimately, he came back to retire in South Beach and both sides made things right. But it was still a free agent departure from the greatest player in franchise history that should have never gone down.

LeBron James was another example of a high end star bolting from Riley’s no nonsense mentality. The Heat president challenged one of the greatest players of all-time to “not take the first door and run out of it” when things get hard, following Miami’s NBA Finals loss to the San Antonio Spurs in 2014. He even reportedly tried to ask James to take a more team-friendly deal in order to maneuver a stronger team around him. It didn’t work.

The public criticism of Butler at last year’s end of season press conference for Riley, along with challenging the Heat star’s availability, has led both parties to a crossroad. Now he is on the verge of being the third franchise all-timer to force his way out of South Beach in a near ten year span.

Riley’s old fashioned tough love approach did not work with Butler, and history has recently shown it hasn’t worked with anybody.