Well, for me I like the instant gratification of seeing a bunch of books from which to choose when I buy a new reader, so sticking a ton of my pre-existing books gives me a feeling of giddiness, even if I've read it before, just seeing it there. If I were one of those people who didn't understand DRM and went to fetch my previous library to my new reader, I'd be livid and indignant.
So for me, I need to be able to strip the DRM immediately (but with those types I only get the freebies, still because I am a Murphy's Law magnet, where JUST when I decide, yes, a book I was lusting after is worth the double digits, then suddenly something will go wrong and I can't schlurp it to my own master library).
The only books I have willingly put money on are the ones in DRM-free stores. I refuse to give my money for a silly text file that I don't have the ultimate control over how I use it. In fact, I've spent almost as high as $8 for a single book. A book released without DRM just has value and quality to me when it can outlive my gizmo.
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