Well, a couple of these suggestions, especially going live and local from 7 to midnight, would require more spending than CC would be willing to do, so forget those.
But an old-school show, I think, would do well, especially if it focused on music from the late '80s through the end of the '90s, Country 92.5's first dozen years. Country music has changed drastically since then and it's hard to make acts like Steve Wariner and Mary Chapin Carpenter fit into a hit country format as recurrents. You could say the same thing about most of Garth Brooks' hits, and he was the single biggest artist of that timeframe by far. The people who were listening then are for the most part in their late 40s and early 50s now, so they still fit into the demographic that isn't poison to advertisers: 55+. I wonder why such a show hasn't been tried yet.