Tricky syncing problem

I have a tricky little problem I hope someone can help me resolve. I have an iPhone and a registered Apple account. My son have also an iPhone and have used my account to purchase apps and music, which is perfectly in order since he have my permission and was a little too young to have an own credit card. He have never synced his iPhone with iTunes, only downloaded the apps and songs from App store directly on the phone. But now he is going to get his own credit card to use with his own Apple account, and of course he wants to keep, his music, photos, videos and the apps he have downloaded and purchased (and I have paid for =)
I'm not really sure how to make this happen so any help is appreciated.
He have inherited my old iMac that I have recently made a clean install of Mavericks on, and I have a new Macbook that I haven't yet synced my iPhone with, but I copied my old iTunes folder to an external USB drive and is planning to replace the empty iTunes folder on my new Macbook. The apps and music my son have purchased with my account is installed on his iPhone only.
Don't know if this is even resolvable, but thought I give it a go here to see what you clever people can come up with.

Unfortunately, apps are not transferrable between iTunes accounts, which means he won't be able to keep those apps. It doesn't matter if he uses an old computer of yours, once he logs into the iTunes store with his ID and syncs his iPhone the apps may be removed (and if not, he'll have to enter your password each time there's an update to those apps, which may not be what you'd want).
Music can be shared between accounts. If you are passing on your iMac, but have erased the iTunes library in the process of installing Mavericks, he can still re-download the songs from iTunes as long as he's logged into your account in iTunes (click the "Purchased" link in the store). Once he re-downloads the songs he wants, he can log out of the iTunes account and log in with his, and the music will remain playable and can sync to his iPhone. Future purchases would go against his account. While logged into your account, resist the temptation to re-download apps since once he logs out of your account and into his, those apps will prompt him for your password on each update.
Alternative to re-downloading songs to the computer, if he first signs into iTunes with your account and connects his iPhone, he should be prompted to transfer all purchased content, including apps. Once the transfer to the iMac is complete, then sign out of iTunes and sign back in with his new ID. But again, delete the apps purchased on your account to avoid problems.
One warning though, once he syncs the iPhone with the iMac it may prompt him to erase it. But if it has never been synced with any computer, maybe not. If it is, at least he'll have the music in the iMac's library to re-add to the iPhone. But to save photos and settings, etc. it may be best to backup the iPhone to iCloud first.

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Thanks.

Hi Steve,
Sorry for the confusion. It a sensible suggestion to identify the input formats and output formats and I would most appreciate your inputs to this issue because I admit that I am really struggling here to get a workflow going.
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Workflow is in two stages:
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In all cases, I set up my Project Settings as HDV-AVI for internal rendering because all inputs are high def and most target outputs are high def.
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OR
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I have set up my new iPad 2 on my windowsn 7 computer, but experienced syncing problems from the start. It seems that it doesn't recognize the iPad, although it appears in iTunes.It only gives set up as new or restore options.

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"I think you're telling me you're using a backwards compatible Digital8 camcorder to capture your video as DV-AVIs. Is that right?" YES
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Hi im having the same problem. I use outlook 2003 on windows xp and until recently my sync (using usb) was working fine. Now it would seem that calendar items are no longer syncing. can you give any further details of the calendar entry which was causing your problem? im wondering if it was added on a certain date perhaps.
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Cheers

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Sync Problems...
Regarding the Syncing problems, you can find an ongoing thread about @ http://forums.markspace.com/viewtopic.php?t=1632
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RedKamel,
The SyncServices folder should be avoided like "a swarm of bees". This article discusses some of the issues that can arise when the SyncServices folder is deleted or modified:
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- See:
iPod touch: Hardware troubleshooting
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This was so annoying for me that I'd be happy to help someone complete this simple task if they need help. < Edited by Host, for your protection, no personal information please. >

Then it would appear to be an issue with your router. What router? Model? Is the firmware up to date?

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Back to life**
Oh I know there are many other vocabulary mistakes but never mind them I was just too excited when I wrote all of that while typing very quickly
P.S: if you have any question then ask and please do tell me if it works or not with u but I'm definitely sure it'll work so tell me this and we'll get excited together
Also if you have an experience to share then do share it as well please.
Peace

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- Have you reset your iPod:
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Ipod sync problems ipod 2.2.1 touch OS10.6.8 itunes 10.6.1 The photos sync but the calendars and contents will not. I keep getting this error message... «iTunes could not sync information to the iPod «name of iPod» because a sync session could not be sta

ipod sync problems
ipod 2.2.1 touch OS10.6.8 itunes 10.6.1
The photos sync but the calendars and contents will not. I keep getting this error message...
«iTunes could not sync information to the iPod «name of iPod» because a sync session could not be started.»

Greetings,
See this post: https://discussions.apple.com/message/12799057#12799057
Cheers.

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Post relates to: Tungsten E2

Hi.. Welcome to the Palm forums. So if I am understanding you when you try to sync it goes to calendar and freezes and never completes the sync. That being the case the first thing you want to do is go to the conduits and turn off calendar then sync and all should be successful, except calendar will not sync. What this indicates is that you have corrupted data in your calendar, most likely on the E2. Do a google search on your computer for a utility 'dbfixit' and download it to your computer. Extract it so you have the dbfixit.prc file and double click on it to put it in the installer. Then, insuring the calendar conduit is off, sync to install it. Once installed run dbfixit. This utility is free or can be purchased for (I believe) 12.95. The free version will search for corruption and problems let you know where they are and you will have to manually fix or delete them. If you register it, when you run the utility it will find the errors and fix them as well. Once all errors are fixed, turn the calendar conduit back on and you should be able to sync.

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