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Recently after Microsoft disabled legacy authentication in office365 our users started experiencing outlook authentication problems.
Issue,
In outlook 2016, a user gets windows security popup windows to key in password, after adding the password, we get another pop up for Autodiscover certificate. What could be the problem and how to resolve it.
Hacks i tried without success.
Removed outlook and office cached credentials in credential manager.
Removed orphaned office registry keys located at HKEY_CURRENT_USER\Software\Microsoft\Office\x.0 and rebooted machine.
Re-installed office again by downloading the file from office 365 profile, still the same issue
When i click view the certificate, the certificate belongs to microsoft as it has all o365 exchange online endpoint in subject alternative name
We are fully cloud office365 org.
see the pop ups
![](data:image/svg+xml, %3Csvg xmlns='http://www.w3.org/2000/svg' height='64' class='font-weight-bold' style='font: 600 30.11764705882353px "SegoeUI", Arial' width='64'%3E%3Ccircle fill='hsl(9.6, 31%, 10%)' cx='32' cy='32' r='32' /%3E%3Ctext x='50%25' y='55%25' dominant-baseline='middle' text-anchor='middle' fill='%23FFF' %3EJX%3C/text%3E%3C/svg%3E)
Hi @Benard Mwanza ,
You could check if the methods in the documentation apply to the problem you are experiencing:
https://support.microsoft.com/en-us/topic/-the-name-on-the-security-certificate-is-invalid-or-does-not-match-the-name-of-the-site-error-in-outlook-in-a-dedicated-or-itar-office-365-environment-873b8392-9f5c-8a27-311b-abdc224dc118
In addition, you could use the Recovery Assistant to perform the appropriate diagnostics to find the problem.
Hello, I'm here to confirm that is there any progress in your question?
this issue just resolved on its own. The error popup stopped appearing.