I'm trying to do a couple of things here: 1: As the title says, I want to have iTunes show content in a folder on an external drive, and have it update in iTunes when I add or remove content. (I don't want to go "Add to Library" each time.) 2: I dual boot Windows, but don't want to have to switch back to Mac (or visa versa) to AirPlay TV shows from iTunes. I'd like to have Mac and Windows both be able to use this folder on the external drive. Is any of that possible? I've Googled around, but I didn't get any answers specifically for what I'm trying to do. I thought about multiple libraries, but I don't want to open a different library at different times. I have a feeling this is a no go, but I figured I may as well ask. Appreciate any input!