Yeah, Class A's are limited to 6000 watts at 100 meters HAAT, or whatever the equivalent is if you go over that HAAT. The formula's more complex than this, but a rough estimate is that for every doubling of your height, you must reduce your ERP by 75%.
With non-comm's, if you increase your HAAT/ERP to a point where it's a different Class, it's not such a big deal since everything's allocated by contours anyways. But with commercial allocations it's a different ball of wax since you've got
minimum distance issues between different classes AND you've got contour protection to worry about. Plus I think (emphasis on "think", as opposed to "know") the FCC tries to keep so many regional-service Class B's and C's and so many local-service Class A's within a given area.
So it's entirely possible that WKAF is already at the maximum ERP for a Class A station, and there's no way to change to a Class B (or a subclass of Class B) without encountering minimum distance problems. Of course, Entercom can always file an application anyways if they can demonstrate that no objectionable interference will occur. That's a big "if", though.
FWIW, WOKQ is about 128km from WKAF, so yeah...if WKAF were to attempt to become a Class B or B1 they would not meet the minimum distance. WJFD, at about 76km away, would also be a close shave. Directional antennas could probably get around that...but it also means it's questionable whether it'd be worth the expense at that point; a directional antenna that can handle 5000+ watts ERP is NOT cheap.