And here's the problem, BRNout:
If you want specific oldies music genres, a lot of them are done quite well on XM and Sirius already. At the gym where I work out daily I've trained the front-counter guys to put Sixties on Six or Fifties on Five on the PA system. (They see me coming through the front door and say to me sardonically, "you want the Old Guy Channel on??") XM does what I would consider a very good job with these channels. They get it: with the music rotations, personality input, properly-used vintage PAMS jingles - which are great to hear, even if they're re-sung with politically correct lyrics. Not perfect. But quite listenable.
Sixties on Six does excellent weekly commercial-free features, and spotlights classic 60s top 40 stations. One morning I walked in to hear the unmistakable Johnny Mann CKLW acca jingles - which I played hundreds of times on-air!
And you can get a SkyFi radio or satradio car system easily and cheaply, anywhere. Subscription deals are plentiful and inexpensive. Cars with satellite-friendly audio systems are flying off showroom floors and Ford is getting a lot of great press on its Internet-capable SYNC system. Here comes Internet radio in the car.
So what's left in the dust here? That would be: HD. Sub-channels with oldies nothwithstanding, given the current costs and availability of receivers.
Even if corporate radio wakes up and realizes that their only hope with the HD sub-channels is QUALITY programming, DIFFERENT programming as opposed to another Format In A Box indifferently plugged through the router into the HD exciter, they'd have to do something that offers a product that isn't already ubiquitous - to coin a phrase - from existing other services, cheaply/easily available everywhere.