I've got some (non-DRM) videos in iTunes that I'd like to transfer to my wife's iPad. She bought the iPad and set it up without ever connecting it to a computer, so it's never been synched with iTunes anywhere.
When I plug the iPad into my laptop, I'm asked if I want to register. When I click Register Later, I see this:
I'm concerned that selecting Set up as a new iPad will wipe out my wife's settings and / or content. Can I select that option safely, or is there some other way of getting my videos onto her iPad?
Update: I should note that I can't simply drag video files to the iPad in the iTunes sidebar. The iPad shows up like this:
Right clicking on the iPad in the sidebar produces only two options: "Eject iPad" or "Restore from backup". No option to Transfer Purchases, though the iPad and Mac are both configured to use the same Apple ID for the iTunes Store.
I assume I should be looking for the iPad to show up, as an iPhone does, with a list of media types underneath it so that I can view / drag things to its library.
I've also confirmed I can't drag video downloaded from the iTunes Store, either, so it's probably not a format conflict.