Forum Discussion
outlook 2010 and 2013 continually asks for password in hybrid environment
Hello, I have implemented a full hybrid solution with an exchange 2016 cu17 server. I created the migexchange.it domain on o365 and synchronized the AD users via AAD connect. The autodiscover reco...
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.
Hello pazzoide76,
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.
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.
- Can 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-worldwideHello,
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
- Hello pazzoide76
The registry entry article I shared was specifically for Outlook 2013 and not for Outlook 2010, hope you have tested on a Outlook 2013 machine.
Run below command for your tenant and check the status of OAuth :-
Get-OrganizationConfig | Format-Table Name,OAuth* -Auto
