I know you are in the industry, and I mean this with respect, I think you are missing my point here. The morning show. which is a very solid performer having once gotten a 25+ share in the morning (even beating Howard Stern when he tried to enter this market) is really mostly a one-man show. And that person (Tom) is turning 70 in November. He's already tried to retire once and the station had no plan for it back then. The morning show has been SO successful that it hasn't really left room to "groom" new talent because there simply isn't room (and Tom gets what Tom wants, which is probably to be expected when you are that successful).
Your other points are solid, and it looks like they are trying to tweak to attract a younger audience. They will need to do a better job differentiating KQ from 93X in the coming years, because 93X also relies heavily on the "gold" product, which means the two stations have quite a bit of overlap that is likely cannibalizing the audience. I think part of the problem facing rock music that will eventually cause an issue is there isn't enough good current product so active rock is relying on the golds a lot more than, say, CHR. So 93X is still playing a lot of 80s-90s music which would be the same product a Classic Rock station would eventually evolve into.
I'm not "in the industry" merely observing from the sidelines, and it seems that while KOOL 108 (the oldies station back in the day) has successfully "modernized" and consistently is a top performer, KQ has not. There was a long period of time where KQ was number 1, and it wasn't close (yes, this is in meaningless 12+ numbers, but I think it can still paint a picture). To see them fall to 11 is rough (even 93X has fallen quite a bit). I know nothing lasts forever (there was a time when WCCO was #1 and it wasn't close) it's just been interesting to watch, and it'll be interesting to see how the format evolves over time.