Key is the one that could be Maxey imo. Flemings is more like Fox/Quickley in my mind. He’s less of an offensive engine/elite scorer type but does do more of the “winning plays” type stuff.
I think Key is someone good enough to change your draft decision making. However, I don’t necessarily think you need to look at things in an end game type of way. I would ask myself, “can these guys both shine together” and not “is this an ideal pairing for end game”.
Fo example, I’m ok with getting into a Garland+Mitchell situation. I think both guys standout and shine next to each other, but they all have questions about their fit in a deep playoff run type scenario. I don’t want those fit questions, but I think a good FO could manage that situation and find a good trade as long as both players are able to be at their best.