2. Jrue Holiday
Holiday has sacrificed for the Celtics' success. His numbers are down virtually across the board. The 2023 All-Star is still starting and playing significant minutes, but his 13.1 points per game are his lowest his since rookie season in 2010. Holiday remains an elite defender and a crucial piece of their core. He is capable of doing more when Boston needs it.
The 33-year-old has a $39.4 million player option for next season. He will be looking for a long-term deal whether he opts in and extends or declines and becomes an unrestricted free agent. This could be Holiday’s final chance at a massive long-term contract.
The Celtics did not give up two first-round draft picks and two key role players for one season of Holiday. They plan to extend him, but the two sides must figure out a new deal.
Jrue Holiday could decide to leave in free agency. The Boston Celtics must make a deep playoff run and prove they are title contenders for years to come if they want the two-time All-Star to commit to a long-term deal. His play is a crucial piece as is how the locker room meshes when the games matter most. Bringing the title back to Boston would certainly convince Holiday to stay.