Alexxxm-
1) To use this function you need to go to amazon and download the .bin file to your computer, connect your Kindle to your computer and move the .bin file into your Kindle root directory. Then the "update your kindle" option will be active.
2) The "sync & check for items" is for content only. That allows you to go out over whispernet and see if there are any media downloads available for your Kindle. Does not do updates.
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