I think it could happen for the following reasons.
1. Memphis and the Celtics have a pre existing relationship. Smart didn?t work out for them anymore than he worked out for us here, but nobody thinks that trade was unfair. It was the swing they wanted to take, and both sides were satisfied with the returns. Stevens and Kleinman are capable of hammering out a deal.
2. Ja Morant Will likely be moved this off-season. It hasn?t worked out due to the injury concerns, off the court issues, and friction with his father Tee Morant but that doesn?t mean that they would ship him just anywhere. If our offer was close in value to a worse team?s, they might send him to the Celtics as a gesture to the player and agent.
3. Memphis is a top 4 team in the West as constructed. They are not only looking for young prospect and picks style deals. They would view Holiday as a solid addition to their core, who?s game fits their style of play. For the same reason that we replaced Smart with Holiday, they would be looking to make the same move.
4. From the Celtics perspective, it?s probably one of the last ways to replace Holiday with a young, max level guard. Despite Morant?s injury concerns and lack of a pure jump shot, this move would extend the window while keeping the rest of the core intact. If you ever come to the day where you have to break up the Jay?s without bottoming out, you?d be happy to still have Morant.