Winslow is worlds ahead of Anderson. Winslow is an overall playmaker and has an incredible feel in the open court.
Anderson's improved 3 point shot is one of the most beautiful strokes I've seen from a college player, like a left handed JJ Redick with more athletisicm.
I think a guy like this you'd have to hope you could turn into a spot up shooting guard ala JJ Redick but he'd be a potentially great/game changing defender ala Jimmy Butler. He's got a long way to go though.
Anderson is someone who I'd hope I could get at #28 and if not, move on.
But yeah, Winslow> Anderson.
Winslow has All Star potential. Anderson does not.