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With the 505 and a Mac you can manage your entire library using the software Calibre. There is a sub-forum dedicated to this program, it's free and the creator is a regular member here.
Before buying the 505 you can download the Sony software to try it on Windows 7. If you can't install the Sony software the only thing you will be missing out on are the free ebooks offered from time to time.
A lot of people use BooksonBoard.com and Fictionwise.com. BoB will usually have epub available which is good for the 505. DRM epub will need to have Adobe Digital Editions installed to download. Fictionwise has DRM pdf and lit (DRM removal required for lit) and non-DRM lrf and epub. If you are located in the US, public library ebooks are available for borrowing (check your local library).
I don't have a Kindle and will let others explain the pros and cons of that device.
Just do your homework and you will make the right decision for you.
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