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I am wrestling with the same dilemma, Alexander. Although my mother is maybe a bit more technically inclined than yours - I let her use my Reader to read a book a while ago, and she loved it.
However, the main problem I have is - I'm not sure she understands the lock-in to the Sony store. I tell her about converting Gutenberg files, and Baen books, and things (she loves the Baen catalog), but I don't think she'd want to go through the hassle herself. And I'm also not sure what will happen if she buys a bunch of Sony books and then the Kindle takes over, or something. I don't buy the DRMed books for that reason, and I don't want to force her into that position!
The VNC assistance is a great idea, though. I should just do that in general, for helping out my family with their many technical problems :-)
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