The Boston Celtics acquired Anfernee Simons as part of the Jrue Holiday trade, but the veteran guard may be on the move yet again.

They touch on what Simons is as a player and his fit with the Celtics, why Boston President of Basketball Operations Brad Stevens made the trade in the first place beyond simply the financial aspects of what the move does,

Anfernee Simons #1 of the Portland Trail Blazers drives to the basket against Payton Pritchard #11 of the Boston Celtics during the second half at TD Garden on March 05, 2025 in Boston, Massachusetts. (Photo by Maddie Meyer/Getty Images) Getty Images