It would be nice if it would do this on its own, but to this day it will not. I learned that if you right-click on the ScanSnap Manager icon in the taskbar, select Connect By Wi-Fi, then uncheck and then recheck "Connect automatically to the last connected ScanSnap by Wi-Fi" it is the quickest solution to reconnecting. I called tech support and they got it reconnected, but the next day the same thing happened. I set it up wirelessly and it worked fine, but when I shut everything down and booted up the next day, the MacBook did not see the ScanSnap. However, I prefer that it connect by wireless, and not USB. I have a MacBook Pro, running OSX 10.9.2, and last week I purchased a ScanSnap iX500, which is a great document scanner.
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