Honestly, I haven't had a problem with the Sony Reader Library software, just the back end when I was trying to activate my PRS-900. In fact, despite the fact that it seems like an Adobe AIR app and doesn't scroll with my mouse wheel, I have found it superior to Calibre, as far as straight file management and usage. It's pretty straightforward IMHO. (I am a Mac user, so take my impressions with a grain of salt if you use Windows.)
Apple is not announcing anything at CES, they're not even attending. They are holding an event later this month (the 27th), however, they have not said anything about what is going to be talked about other than it's in the "mobility" space. I would guess it's the RAT (Rumoured Apple Tablet), but it could be a new Ipod. *shrug*
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(I would happily pay real money for an app that grabs a cluster of blog/LJ posts, with comments, and throws them all into the same document.)
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Instapaper does an excellent job of this in my experience. It's a read-it-later webapp, with a handy bookmarklet. It allows you to output all your saved articles/pages in a text-only Epub of Kindle document. So far I love the results on my 900. Oh, and it's free.