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NiranjanTPattanaShetty-7938 avatar image
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NiranjanTPattanaShetty-7938 asked ·

Outlook prompting for certificate

Hi all,
Thanks in advance, all of our mailboxes are stored in Office365 and when we run our Outlook we got a certificate alert, on clicking "No" the connectivity status showed disconnected. But, on clicking "Yes" the connection got established.

So, just wanted to know how do we validate whether that was a genuine certificate or a spam?

office-exchange-server-administrationoffice-outlook-itprooffice-exchange-online-itprooffice-exchange-server-connectivity
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michev avatar image
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michev answered ·

Click the button and check the properties of the certificate? It's usually either because the connection is hitting an on-premises Exchange box, or being intercepted by an SSL offloader or such.

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KyleXu-MSFT avatar image
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KyleXu-MSFT answered ·

Do you run a hybrid organization with Exchange online and Exchange on-premises? Or only using Exchange online?

Could you provide detailed screenshot about this certificate prompting? It could help us to narrow down it.

As far as I know, Exchange online certificate is provided by Microsoft, there shouldn't exist any issue with certificate.

"validate whether that was a genuine certificate or a spam"

As michev said, you could check the Issuer from the Details label in certificate properties(The picture below comes from the certificate for Q&A rather than Office 365)
15307-snipaste-2020-08-04-10-41-26.png




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