Managing 2 iPhones with iTunes and one iTunes account and computer...

Hello All!
I already have a 16GB 3G iPhone and we're going to be getting another 3G for my wife (whether it is 8GB or 16GB is still to be decided). On my phone, I have about 13GB used, with the primary source being music. We intend the same iTunes account and there are no other devices using authorizations on this account.
*First, does Apple's licensing of applications allow the second phone using the same iTunes account to download all of the previously purchased applications for free?* In other words, will she be able to download any applications I purchased for free since I have unlimimted free downloads on my phone?
Second, and most importantly, I am wondering how iTunes manages two different iPhones on one computer. This will especially be an issue if she gets an 8GB iPhone since everything that is on my phone will not fit on an 8GB model. She doesn't want or need all of my music, so we could very easily not transfer all of the music. But, I'm just wondering how they will co-exist if they are different sizes and her phone might keep running out of room. If the iTunes software doesn't handle this situation well, we may buy a 16GB model just to make our lives easier. *If someone could provide me with information on how the iTunes software handles multiple phones (especially if they are of different capacities) or links to other websites with information on this topic I would really appreciate it.*
We need to make our purchase in the next month, so I want to know what we are getting into if she decides to get an 8GB model with me having a 16GB one. I just don't want to have a management nightmare. I'd appreciate any help in advance. Thanks!
Jim

I currently have 2 iphones, 1 is a 2G 8GB, the other is a 3G 16GB. I use smart playlists on the 16GB and only sync those playlists. The 8G is set up to manually manage music per my sons request. It would be just as easy to have a playlist set up for him and have it sync only that playlist. So yes, you can absolutely have both on one computer. As far as applications, as long as you are syncing to the same computer/same account, it will allow you to place the app's on both machines. I don't know what the legality of that is, however.

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Although it isn't possible to sync an Apple device with two different libraries it is possible to sync with the same logical library from multiple computers. Each library has an internal ID and when iTunes connects to your iPod/iPad/iPhone it compares the local ID with the one the device normally syncs with. If they are the same you can go ahead and sync...
I have my library cloned to a small 1Tb USB drive which I can take between home & work. At either location I use SyncToy 2.1 to update the local copy with the external drive. Mac users should be able to find similar tools. I can open either of the local libraries or the one on the external drive and update the media content of my iPhone. The slight exception is Photos which normally connects to a specific folder on a specific machine, although that can easily be remapped to the current library if you create a "Photos" folder inside the iTunes Media folder so that syncing the iTunes folders keeps this up to date as well. I periodically sweep my library for new files & orphans with iTunes Folder Watch just in case I make changes at one location but then overwrite the library with a newer copy from the other. Again Mac users should be able to find similar tools.
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When working with an iPhone earlier builds of iTunes would remove any file not physically present in the local library, even if there was an entry for it, making manual management practically redundant on the iPhone. This behaviour has been changed but it will still only permit manual management with a library that has the correct internal ID. If you don't want to sync your library between machines on a regular basis just copy the iTunes Library.itl file from the current "home" machine to any other you want to use, then clean out the library entries and import the local content you have on that box.
tt2

Can i sync my iphone with more than one itunes library without erasing content?

So i just got a replacement iphone yesterday, and restored from a backup all my contacts and stuff.
I dont have my own laptop so when it comes to music i get all of my mine from other computers...this has never been a problem with my phone or ipods, but i guess it is now...when i click on manually manage it says:
"An iPhone can be synced with only one iTunes library at a time. Erasing and syncing replaces the contents of this iPhone with the contents of this iTunes library."
so i cannot go to a second device and take songs from them without erasing the ones from the previous comp.
they used to be able to authorized on up to 5 comps right? is this a new strict setting, or is there a way around it??
thanks

No. An iPhone can be synced with only one iTunes library at a time. Erasing and syncing replaces the contents of this iPhone with the contents of this iTunes library.
Basically you'd want to get the music to the library first, then sync it to the phone after you get it set up in your library. iTunes will not transfer songs off the phone that were not purchased through the iTunes store, so they need to be in your library beforehand. You might consult with the googles if there are other third party ways to do that.
The 5 compy authorization is for iTunes account authorization, which means transfering music bought through itunes, apps, etc.

How do i backup my iphone 3 started on one itunes account and restore to the same phone with a different itunes account without losing all my information?

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Please search the forums. This has been covered here extensively.

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You have a few options which are detailed here:
http://support.apple.com/kb/ht1495

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Welcome to the Apple community.
Ideally you should each have your own iCloud account, providing you with your own contacts, calendars etc, not doing so will result in exactly what you have experienced. The contacts have likely been lost due to the options you have chosen at the login stage on each device.
Unless you have the missing contacts in a backup file, they won't be recoverable unfortunately. You can add them manually to the contracts that already exist and continue to share the iCloud account if you wish, but I suggest that you each have your own iCloud account.
Note, you can each have your own iCloud account, but continue to share an iTunes account for purchases of apps, books, music, TV shows etc etc.

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Each device only syncs waht you select.
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JoeyV325 wrote:
Is there a way to move music/apps from one ID to a new ID?
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I have a question about multiple iPhones and one iTunes Library.
Currently I have 3 PC's, 2 iPods and 2 iPhones.
My PC had the iTunes library on it and everyone was just listening to mine via the iTunes sharing.
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Thanks
Brad

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Dan

Yup,
Me too...this is stupid, stupid, stupid. Just purchased my 200 (ish) mac and now I am told that my new Mac Book pro is not "authorized".
Which if my 200 macs are authorized. Can someone please tell me???
I "deauthorized" my old MBP and still told I cannot use my iPhone with iTunes.
Interesting that my old $2500 MBP, my new $3000 MBP and my $500 iPhone all cannot work cuz of some pinhead's decision to use this assorization process.
Yes I am very, very, very mad.

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first things to try for “oddball” probs:
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Read this: How to use multiple iPods, iPads, or iPhones with one computer, http://support.apple.com/kb/HT1495

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Laxman25 wrote:
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AC

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Managing 2 iPhones with iTunes and one iTunes account and computer...

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