Automatic downloads only works with one Mac user account, can I get help?

Question

I have three user accounts on my iMac, and I set up iTunes Automatic downloading on my iTunes account on my iMac user account. Then I went to set up my brothers iTunes automatic download on his iMac user account but it said the computer was already in use, and gave me options like transfer or cancel. Just to clarify this was an attempt with one iMac two user accounts and two separate iTunes accounts.

Answer 1

It appears we are all having the same issue, and for themost part talking about the same thing, but to reiterate:
1) One (1) computer, to help distinguish the devices letscall it an iMac
2) Two (2) or more distinct User ID’s on said iMac with fullAdmin permissions
3) Each distinct User ID on the iMac has a distinct Apple IDwith an associated iTunes and iCloud account
4) For every User ID / Apple ID there is a separate personwith their own iDevice
5) None of the iTunes accounts, iDevices or Apple ID’s arecross sync’d
    5) (a) Forexample, Person 1 does not share apps, etc. with Person 2’s iTunes account. Weare assuming everyone distinct Apple ID / iDevice buys its own App’s, musicetc.
6) Only one (1) of the iMac User ID’s and that User ID’sassociated iTunes and iCloud account can have auto-download and iCloud servicesactivated at any one time.
6) (a) Just to be redundantly clear,that means that every other User ID / iTunes – iCloud ID/ iDevice CANNOTauto-download or sync to iCloud
Somewhat reformed PC guy here (wife is a life long Macuser), but all I can say is are you (*&^%$%^&* kidding me?
If I wanted these problems, and didn’t care about aestheticsor battery life, I would have stuck with Win-crap / Android for 50% or less ofthe cost.
Besides my preference for the Win-Devil UI (I know, I know…)I cannot believe after spending more than $4,500 on iFleecing this summer I amstill having issues like this (Mac Air, iMac, iPhone 4- two and the buy-out oftwo cell contracts).
Granted, when I plug something in, it works… the way Stevethinks I should want it to function.
In the hopes of avoiding some iFlogging by my fellow usershere, I concede the superiority, in every conceivable way, of all of thehardware and even like the MS Office suite in Mac better (at least not less). Ihave no intention of going back to the Win-Devil (don’t even run an emulator oneither computer), but this is a Windows-like screw-up.