Anfernee Simons is just entering his prime at 26 years old. He still fit the Portland Trail Blazers rebuilding timeline if they wanted to keep him. Ultimately, they decided to move on from their longest-tenured player at the time, trading Simons to the Boston Celtics for Jrue Holiday. That decision is proving to be ideal timing for the Blazers.
It really has nothing to do with Simons' play either, as the combo guard is finally finding his rhythm in his new home. It has more to do with the direction the league is trending, as the market for these undersized, offensive-minded guards isn't what it once was.