I have not received a reply from Apple on this yet.
It’s unfortunate to hear this might be more widespread than simply an issue with the MS-CHAPv2 plug-in.
If you do file a bug report at radar.apple.com, you can reference my filed report id of 6112273 as additional ammunition.
Does resetting the user’s password in WGM fix the problem, even by re-typing the same password? Is this issue affecting all users authenticated through OD?
We ended up adding local records to the VPN server to deal with this problem, so they have a separate password for their VPN connections. Annoying, but workable for now.
Unfortunately the problem came up at seemingly random times, and was not reproducible. This made it very hard to provide a compelling argument to Apple. We really could not isolate anything in the logs, apart from that wrong-sized secret issue in system.log.
Good luck,
-Iain
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