Forum Discussion
outlook 2010 and 2013 continually asks for password in hybrid environment
- Aug 19, 2020
pazzoide76 So it all came down to MFA via Security Defaults? That's not the first time I've heard it as I now recall another conversation with a similar issue, not identical, where I actually suggested that. It didn't struck me as a solution this time and I can only blame my six weeks vacation..
harveer singh Good job!
pazzoide76 Please mark the above reply with the solution as "Best response" for future reference.
Outlook 2016 has an extra step in Autodiscover process, to look for an O365 mailbox :-
https://support.microsoft.com/en-in/help/3211279/outlook-2016-implementation-of-autodiscover
Outlook 2010 and 2013 does not have these hardcoded into them. Older versions of Outlook 2010, i believe older than SP2 does not support O365 completely because of the unsupported authentication mechanism.
You can check if the migrated mailbox has a valid Remote Routing Address or Target Address. Your Autodiscover configuration is correct for now you do need to point it to your on premises, and attributes like remote routing address should be able to route your AutoD request to O365.
- pazzoide76Aug 13, 2020Brass Contributor
- DeepakRandhawaAug 13, 2020Iron ContributorCan you try this for Outlook 2013, create below registry key
Registry key HKCU\SOFTWARE\Microsoft\Office\15.0\Common\Identity\EnableADAL
Type REG_DWORD
Value 1
let me know if this works.
Ref Article:- https://docs.microsoft.com/en-us/microsoft-365/admin/security-and-compliance/enable-modern-authentication?view=o365-worldwide- pazzoide76Aug 13, 2020Brass Contributor
Hello,
I entered the registry key but the problem persists.
I did an email autoconfiguration test with outlook and the result is autoconfiguration was unable to determine your settings!
Any other ideas?Thank you
- pazzoide76Aug 13, 2020Brass Contributor
I checked from ecp and the remote routing adress looks correct and is:
pizza@migexchange.mail.onmicrosoft.com
Where can I check the target address.
If they were wrong, shouldn't it not work with Outlook 2016? - pazzoide76Aug 13, 2020Brass Contributor
Thanks for your answer.
The outlooks, both 2010 and 2013, have been updated with all the patches through windows updates.
Excuse my ignorance how do I check the Remote Routing Address or Target Address.Thank you
Regards