Obviously, a lot depends on how the roster looks this summer after all the 'big' issues are resolved:
Kyrie free agency.
Horford possible free agency.
Rozier free agency.
Morris free agency.
and
possible Davis trade (which puts several different players at risk of being moved).
If, after all that, we have a need for depth at wing, I personally would be totally on-board with adding either Dudley or Carter. Both are savvy, tough veterans who can still contribute both on the court and in the locker room.