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Certificate warning in Outlook 2016 for Mac
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Certificate warning in Outlook 2016 for Mac
Outlook for Mac for Office 365 Outlook 2016 for Mac Flere...Mindre
Assume that Microsoft Outlook 2016 for Mac performs an Autodiscover operation. For example, Outlook performs an Autodiscover operation during Outlook start or periodically while Outlook runs. In this scenario, you may receive a warning message that resembles te following:
A secure connection cannot be established with te server   because its intermediate or root certificate cannot be found. Do you want to continue?
If you continue, te information that you view and send will be encrypted, but will not be secure.
When you receive this warning message, you can click Continue to accept te warning. However, te warning may reappear te next time that Autodiscover runs.
This issue occurs in Outlook 2016 for Mac version 15.9 and later versions when Outlook performs an Autodiscover operation and tries to connect to a service endpoint whose expected name is not present on te server's Secure Sockets Layer (SSL) certificate.
To resolve this issue, use one of te following methods:
Reissue a certificate that includes te domain name as te Subject Alternative Name. This enables you to resolve te issue for all Outlook for Mac clients without having to trust te certificate from each client individually.
Trust te certificate on te Mac client. This solution enables you to resolve te issue quickly for individual Mac clients without having to reissue te certificate.
When you receive te certificate warning message, click Show Certificate.
Select te Always trust   when connecting to   check boks, and then click Continue.
As an example, consider te domain Contoso.com. This domain has an SSL certificate configured for te domain Wingtiptoys.com. When Outlook 2016 for Mac performs Autodiscover, it uses te domain name part of te user's SMTP address to query DNS. In this example, it tries to connect te URL https://contoso.com/Autodiscover/Autodiscover.xml, and it expects te certificate for te top-level domain Contoso.com. However, Outlook receives te certificate that is named Wingtiptoys.com. Te certificate name mismatch causes Outlook to present te warning that is mentioned in te "Symptoms" section.
When you view te details of te certificate by clicking Show Certificate, you see a warning message in te certificate details that states te following:
This certificate is not valid (host name mismatch)
If you receive a certificate warning that resembles this warning but does not contain te phrase "host name mismatch," method 1 in te "Resolution" section may not resolve te issue.
For more information about how te Autodiscover service works with Outlook for Mac, see te following Microsoft TechNet article:
How te Autodiscover service works with Outlook for Mac 2011
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