Hopefully this will save others the trouble of figuring this out on their own. Currently the Roamio does not correctly implement the WPA2-PSK password maximum length of 64 characters. The password entry text box exposed to users does allow entry of a 64-character password, but the Roamio software internally only supports password of between 8 and 63 characters. Attempts to connect to a network that has a 64-character password will immediately fail. This occurs regardless of whether a network uses WPA2 AES (the most common) or WPA2 TKIP encryption. The workaround of course is to reduce your wireless network's password length to 63 characters or fewer (but more than 8), or better yet, if your wireless router supports it, change the password on one of the networks you are broadcasting to that password length. The latter approach might limit how many other devices you would have to reconfigure to use the shorter password length. As a longtime TiVo fan, I reported the issue to TiVo yesterday and hope they'll correct it. They told me this issue hasn't been discovered until now. I was able to identify the cause of the issue by reading the kernel log on my Roamio and discovering that only password lengths of between 8 and 63 characters currently are supported. The WPA2-PSK protocol itself supports 8 to 64 characters.