Forum Discussion
pazzoide76
Aug 13, 2020Brass Contributor
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...
- 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.
DeepakRandhawa
Iron Contributor
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.
pazzoide76
Aug 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?