I had this problem. Try searching out all the various Sony preferences (look both in ~/Library/... and also in /System/Library/... (I'm afraid I don't remember exact directories, and I'm at my work PC right now [sigh]). Delete all the various preferences, then re-install. There is a thread somewhere in this topic that gives exact locations, though.
Fixed my problem.
I find it's generally best to use the Sony software ONLY for purchasing books from Sony. For all other interaction with my Sony Reader I use Calibre instead. It's faster, more reliable, provides more functionality, works better, etc. Overall, Calibre makes the Sony Library software look thoroughly pathetic, with two exceptions:
- Sony's graphic design is better. Calibre looks like it was designed by programmers.
- Sony's software can buy books from the Sony store. Calibre can't.
In all other ways, Calibre kicks their *ss!
Xenophon