I recently bought rs2014 through steam and bought Cherub Rock through steam 2 days ago. The file appears in my DLC folder but the DLC doesn't show up. I'm tried validating cache but without luck. Is it just a matter of waiting or is there something wrong?

Um. It's not showing up in your song list in game? Yet it is showing up in your dlc folder,,, try this. In game go into where it says shop and look through the song list. It should show cherub rock as purchased. Back out of the store and see if it's in your song list. If not you should be messaging support at steam.

When I go to the shop I get a message saying I must enable steam community in game. I'm not totally sure how to do this and I don't see any options. When my game starts it does not have steam overlay. 

I got it working. Must have just been a sync issue.