Well Dak has no idea who his coaches will be next year. A new offense to learn with an entirely new coaching staff.
So he has some things to consider himself. He has to be disappointed with free agency and not improving the roster to make a deep run in the playoffs. As of today we have a significantly weaker team. Time will tell, but GM Jeruh is in no rush to free up money.
So if you are Dak, and if you had the option to keep playing for GM Jeruh, or test the market and see what teams are interested, what would you do?
Jerry dragging this out and intentionally not improving the team has to be a frustrating factor for Dak to consider.