Outlook authorization failure

Question

Outlook authorization failure

Anonymous

Hello,

i have 2 Exchange 2016 on-prem servers. Both were identical in the terms of IIS settings.

We decided to modify settings on one server to disable basic authentication for ActiveSync. But, many other settings were changed (mostly in IIS - Authentication).

Result: One server is healthy and accepts Outlook connection, one server asks Outlook for password and refuse to connect.

Test connection from Outlook looks like this:

https://mail.contoso.com/mapi/emsmdb/?mailboxid=<GUID> .. and there asks for credentials over and over again..

There is no difference in Get-MapiVirtualDirectory cmdlet. I tried to compare all Virtual Directories and their authentication methods, fixed some of them but still something is missing ...

Locked Question. This question was migrated from the Microsoft Support Community. You can vote on whether it's helpful, but you can't add comments or replies or follow the question.

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1 answer

Answer 1

Dear Vladimir,

Good day!

Thank you for posting to Microsoft Community. We are happy to help you.

After research and consulting, this situation is related to the of the Basic Authentication. Normally to fix your situation, you will need to first reenable basic authentication by reenabling their protocols back.

However, if you choose to disable Basic authentucation, you will need to reset your outlook configuration to use Modern AUthentication.

Seeing that from this forum we are more focused on Exchnage Online, I would suggest to double check further steps with our office-itpro - Microsoft Q&A team. they will be able to further guide you with the procedure.

For other concerns, please do not hesitate to add you post in the Microsoft Community Team.

Thank you for choosing Microsoft as your partner in business.

Sincerely,

Mac | Microsoft Community Moderator

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Outlook authorization failure

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