I presume that when it comes to the dentist's ideal of what 80s Oldies could be/could have been, one has to suppose what might have happened had Rick Sklar been allowed to "evolve" a Musicradio format beyond 1982, and had it become/reflected a national standard for Top 40/CHR, to boot--and maybe throw in the fantasy of MTV going under within a couple of years of its debut, too. But not only did none of that happen, it also sidesteps a cardinal reason why Musicradio sputtered away, i.e. by 1982, the formula was--musically speaking, at least--senile.
Thus, I sort of agree with the dentist--albeit from the opposite direction--that maybe it's better to retire the oldies format than to "evolve it" into the 80s, because dealing with that decade and its taste divides is just too vexed, especially when you still have the good will of older oldies grumps to contend with. It's like taking your Uncle Charlie to a local Indian Dosa joint, only to find him grumbling about those brownskinned furriners with their weird un-American food.
And from his most recent podcasts, I suspect even the dentist realizes that the jig is up for his particular kind of radio fantasy, at least as a "living" entity.