I've setup a NAS and have copied my Parents iTunes library to it (just the music not the library files etc) so that they can play it via Plex without a Mac being on. If this was a desktop I'd just put the entire iTunes folder on the NAS and be done with it. However it's a laptop and they go away with it a lot, where I want the iTunes library to still be accessible. Basically, I want something that checks the local iTunes music folder, and copies over any changes. All I can think of is CarbonCopyCloner but it seems a bit OTT for just one folder and pricey. Everything else I can find seems to be for a sync not just duplication or it's not automated etc. Does anyone have some thoughts? Needs to be fairly simple/happen in the background so that they don't have to think about it.