2 iPhones, 2 Macs, 1 iTunes Library

The technical and security limitations are certainly well understood here, so Apple can’t be blamed, but it is annoying to have a household with two iPhones, an iMac, and a MacBook, coupled with a desire for separate user accounts for family members, but with a single iTunes library.

Sharing the music between Macs works great with zero config.  Sharing the library between two user accounts on a single machine works fine if you select a shared location for the library.  Using two iPhones syncing different material on a single machine works great with zero config.  But any combination of the above, and things get hairy, very quickly.  If I come up with some clever solution, I’ll be sure to share it.  Surely my situation is not so unique.  There must be many such Apple Households where each family member has no desire to share each others’ desktop, documents, contacts, calendars, and email, but wants to share music and iPhone Apps.