I think a considerable number of people who were heavily into Top 40 radio in the late '60s and early '70s but moved on during the disco boom that started around 1974 came back to the format around 1982-83, when the rock influence came back and even the pure pop was bouncy and fun with killer hooks on just about every song. Those listeners would have been in their 30s or even 40s, which made them older than average Top 40 listeners were in the late '60s, especially on stations that didn't daypart with MOR crossover material.
So now classic hits has a problem in that a lot of people who liked MTV-era staples liked Cyndi Lauper and Huey Lewis when they were pumping out hits are now well into their 60s instead of in their late 40s and early 50s, where you'd expect them to be. Those are the listeners, though, who abandoned CHR for country, classic rock or even oldies once rap and grunge started to dominate radio playlists in the late '80s. So maybe you're right that stations like WOGL need to start playing more '90s and even '00s right now to get their demographics more in line with what advertisers want to buy. The 6+ number will most likely drop, but the agencies will be overjoyed to see the geezers exit.