I've gone through Microsoft's support sites and they all say the same thing sgoetz said, and nothing more. I have to go above and beyond normal troubleshooting and research to produce irrefutable proof that the problem is on the Windows side of the house before they will even entertain the idea of the possibility that something isn't configured right - "it works just fine on the PCs." All signs point toward something on the Lync or Exchange servers but I don't have access to those servers nor the expertise to know what I'm looking at if I did have access. Like many of you, I am the minority Mac admin/engineer in a sea of Windows servers. Does anyone else see this issue? EDIT: we're running OS X 10.9.5 and 10.10.3
Our Windows server admins give the default "It's a Mac problem" answer when I ask if there's a configuration setting to check on the server. This also happens on virgin systems, freshly imaged with a clean installation of Lync. I've deleted every preference file and keychain item related to Lync with no change in behavior.
If they input their credentials into that 2nd login window and check the box to remember password, it goes away, but when they quit and relaunch Lync, that 2nd login window comes right back with the box checked to remember password, but the user still needs to fill it out every time. Clicking Cancel on that 2nd login window does not disconnect them. I upgraded some machines to 14.0.10, now after they login successfully via ID & PW or Kerberos, they get another login window that pops up with a check box to remember password - even after they are already logged in. Under 14.0.9, we launch Lync, and login either with ID & PW or Kerberos and everything is fine. I'm seeing some strangeness that began with Lync 14.0.10 and continues with 14.0.11.
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