I think 10 years and 2 not as much successful Spider-man movies without him are more than enough to prevent confusion from the 2 incarnations of Jameson being played by the same guy. At 60 years old J. K. Simmons is still at the perfect age to play the guy, if he would like to play the role again and Marvel is open to have him for it I don't see why the hell not.
Incidentally, Civil War might actually give this incarnation of Jameson a legitimate reason to hate the idea of superheroes and Spider-Man especially, instead of the lunatic he has often seemed to be.