It would be awesome if we could share the benefits of our already purchased Plex Pass with our family members. I ran into this issue a while ago and am still on the fence about buying multiple copies of the App "just because". If the App was cheaper ($1..) I wouldn't think too much of it.. but at $5 a pop, it really adds up (I would like to have 3 other people using my Plex, so $15 just for apps?). I don't mean to sound like a scrooge but I'm already supporting PlexPass with my monthly sub =/
I think if we have the Yearly or Lifetime pass we should be able to link up to 3/5 (respectively) family member accounts to share our Plex Pass benefits with. You can even do this with Amazon Prime (not Student accounts though), so why not Plex? :D
PS- our work around right now is using Plex.tv but the mobile implementation of Plex.tv right now is pretty bad (I know, it's beta.. just sayin')..