He should use iCloud. If he sets up an iCloud account, he will get 5GB of free storage which purchased content from the App Store and iTunes does not count against. His contacts and photos will count against the 5GB of storage but if he needs more space, it can be purchased at any time.
Many users have gone PC free and totally rely on iCloud now. It is very easy to setup on the iPad. Just tap on iCloud in the settings and follow the prompts. Read all of thses for more information.
http://www.apple.com/icloud/setup/
http://www.apple.com/icloud/
http://support.apple.com/kb/ht4436
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