i'd rather develop Romeo and keep our picks for someone better. Jackson still has upside, and could be a good value down the road, but it's hard to see him getting enough important minutes to justify spending assets on him for this particular team. We already have Smart as a defensive hustler, and the Jays as 2-way wings at the end of games. Jackson would basically be a better version of Javonte Green.
The benefit just doesn't seem to be there, especially as Romeo might finally be getting healthy and need the minutes so we can see what we have. If we're going to spend any of our pucks, I want it to be for someone who can play at the end of games.