So you don't hear "your" music because the companies that support the stations that used to (or might in the future) play it won't buy you if you do.
Correct. That's what happens when you depend on someone else to pay for what you want.
On the other hand, there is non-commercial radio, where members support the programming they want. And in a lot of places, that's where you're seeing older music getting played. Or if you happen to live in a place where Weigel owns a Me-TV station, and they want to promote it with a MeTV-FM station, as is the case in Chicago.
This is nothing new. The same thing happened in the 80s when beautiful music aged out, and hundreds of stations flipped to soft rock or something else. That left a lot of over-55s without a radio station.