What is the best way to setup iTunes with my current configuration?

I currently have an iPhone 5 and a new iPad. My wife has the iPhone 4S. I do all the syncs (even my wifes) on the same Windows 7 machine. She has a different apple ID than I do and I share one apple ID accross my iPhone and iPad.
I have a Windows Home Server 2011 box that stores all my photos and music files. I am able to connect to the box from the Windows 7 machine without issue. I have several media diretories. One of the directories contains all my iTunes music and another seperate directory contains all my photos.
Here is the question. If I want to sync my iPhone 5 and my new iPad so that I download all the music files and photos how should I setup iTunes? How should I sync my wifes iPhone so she gets all the Photos and music files? One of my chief concern is being able to automatically sync apps and "new" photos taken from either phone back to my file server photo directory.

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You don't need to re-install iPhoto, just change the library - and you may not even need to do that.
1. You can easily recreate your Directory structure in iPhoto. Simply start at the bottom of your structure and drag a folder of images to the Source (or left hand) pane of the iPhoto Window. iPhoto will create an Album of the same name. The create your enclosing folders (File -> New Folder) and drag the albums to it. This way you can quickly recreate what you have/
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What is the best way to setup iTunes with my current configuration?

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