My suggestion would be a theme month where everyone picks a song from a different decade, so we end up with a real mix of eras in one playlist. A duet or collaboration month could be fun too, pairing members who play different instruments. Rotating the format like this would keep people coming back.     

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(2 replies, posted in Songwriting)

I like how this thread turned into a collaborative story, that kind of back-and-forth usually pulls the best details out of a song idea. For anyone working on story-songs like this, grounding the narrative in one specific image or moment makes it stick much better than a general biography. Chesney enjoying music more now than at his peak is a great closing line, it flips the usual fame story on its head.