basically to accomplish everything you desire you are going to have
1. Find a reader app that meets your needs
2. Learn how to strip all types of drm and then convert to the format desired by your app or device. The only DRM I'm aware of that isn't able to be removed is what you purchase via the iBooks store. So I would say the only thing you really need to avoid is the iBooks store.
I'll add to your list
3. I want my eBook purchases to be portable to whatever devices I own in the future.
It really isn't that difficult. Many here on this board utilize eBooks in exactly this manner. Check out the Calibre forum for advice on eBook library management and file conversion.
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