I've noticed that firmware 3.0+ has problems connecting to some routers after the Kobo has gone to sleep. Rebooting the Kobo allows it to connect successfully, but only once, when it's gone asleep, it will not reconnect, until the next reboot. Firmware prior to 3.0 had no such issues.
A work-around that may work is to set up the router to always assign the same IP-address to the Kobo. This issue looks like a bug to me, because reconnecting shouldn't work only with static IP-addresses, but it works for my Aura HD and the wife's Glo.
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