like Greenmonkey said .. .lit files are outdated. you would best getting a netbook or a tablet running windows, while you still can find software to read .lit files.
Nook does not have a proprietary cable it's just a standard Micro-B USB, I picked up a spare one at my local supermarket.
I have no idea why anyone would want to carry that many books on their reader, how much reading do you do. If you did two books a week that would still take you 192 years.
as for a system to catalogue your books on the nook... well yes, what they have now is pretty sad. B&N said they will address that issue with version 1.5 of their software. But I don't think it will be as good as softrooting your nook and running trook with calibre and calibre2opds. Using that set up will supply you with a system better than any other ereader.
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