Be very hard, and truthfully I have always doubted he would. But obviously the one route up is to be SUCH an amazing shooter that you reach "low special" level. Ray Allen will never be as good as Dwayne Wade. Too limited. But with his shooting being so elite he was better than almost everybody else.
The danger when you get a standard player is if the standard player does what he does at just an average level, or even a good level, you end up with Nick Young. Just a guy, like many guys.