I have been having the same symptoms (network-manager repeatedly asks
for the password) since upgrading to 8.10

It seems to be a bug relating to WPA2.

If I disable WPA2 on my router, and enable only WPA, I am able to
connect, however this means all my other wireless clients must now use
WPA and thus suffer reduced speeds.

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[iwl*] NetworkManager/wicd fail to authenticate to WPA Enterprise networks
https://bugs.launchpad.net/bugs/263963
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