Invalid Request: Error from request to URL, Error: the certificate for this server is invalid

Question

Hello all,

I have run into an odd issue here on two M1 MacBook Airs I'm working on. When proceeding to the Microsoft Azure sign in page for my school district, I get prompted with an error.

"Invalid Request: Error from request to URL: ,Error: the certificate for this server is invalid. You might be connecting to a server that is pretending to be "login.microsoftonline.com" which could put your confidential information at risk., STATUS: 0"

I have checked the MacBooks in Jamf Pro and they have the correct certificates installed. It is also only happening to these 2 devices so I'm not sure what could be causing the inability to sign in through Microsoft Azure.

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Make sure your redirects are correct in the Jamf Connect Login Window Configuration Profile. Aside of that, I also suggest making sure you don't have TLS redirection going on as that will fail TLS/SSL certificates.

Reply

AJPinto · Answer

Make sure your redirects are correct in the Jamf Connect Login Window Configuration Profile. Aside of that, I also suggest making sure you don't have TLS redirection going on as that will fail TLS/SSL certificates.

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