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(I've got an iPhone not an iPad but the principle is the same)
The best thing about Jailbreaking for me is that you can use the Kindle books app to buy Kindle titles, then use scp/sftp to copy the files across to a PC (after you install OpenSSH through Cydia) and remove the DRM (python scripts for extracting PID and removing DRM) and convert to a format of your choice (via Calibre).
Obviously this takes a bit of work/tech savvy but Google is your friend here.
It's significantly increased my choice of titles for my Sony eBook readers. Worth it for that alone, IMO.
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