Using New Outlook on Windows for personal email, calendar, and contact management
Dear Mal6790,
Thank you for posting in Microsoft Community. It will be a pleasure working with you,
Is your environment a cloud only one or a hybrid? Did you have on-prem exchange server before? And how do you configure the Autodiscover for your environment now?
According to my research, this issue may be caused by outlook found your Autodiscover SRV record that is configured for the email domain, if you have configured the SRV record previously, you could remove the record.
Issue: After migrated/moved to O365, from on-premises exchange server, Outlook on the same network with domain controller/DNS server keeps asking permission for Autodiscover.
Fix: Remove the SRV record
And if this is not your case, try clearing the related cached information in credential manager control panel then create a new outlook profile for your user.
In addition, have you tried selecting the option Don't ask me about this website again to see if any help?
The official document here provided a method by set a registry value: How to suppress the AutoDiscover redirect warning in Outlook
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