The waiting is the hardest part.
I mainly use Calibre, but also have used the Sony Reader software. You just can't use them both in the same session. So if you use Calibre, eject the device and then replug the USB before using Sony and vice versa. I use the Sony Reader software for buying books from the Sony site.
Also, there's a forum here for free books and deals. I bought a bunch of books when Kobo had their $3 off reusable coupon a month or so ago.
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