Strange issue with Outlook in Hybrid Office 365 / Dirsync environment
Posted on 2014-04-09
I hope someone can help. We have been running a Hybrid Office 365 environment for almost a year now and are soon going to be moving to a cloud only setup. Around 2 months ago we upgraded Dirsync to Azure Dirsync to allow password synchronisation. This has been working fine but now, we have a strange issue.
If a users AD password expires, they change it. Once they change it, Outlook stops connecting to 365. This is either Outlook 2010 or Outlook 2007. I checked the event viewer and the miis client on the Dirsync server and can see the password sync was successful. Also verified this by logging onto webmail as one of the users in question, with the new password.
To get Outlook to work, I have tried everything I can think of like, clearing credential manager, creating a new Outlook profile etc. and nothing will work. I even tried (in the off-chance) using the old password but this also doesn't work.
What's interesting is, if I log on to a new machine (or one the user hasn't logged onto before) Outlook autodiscovers fine and works without a hitch.
Any idea what could cause that kind of behaviour?
Really need to get this one resolved because as you can imagine, as more and more passwords expire, the problem is going to snowball and I really don't want to set passwords not to expire, even temporarily.
Thanks in advance...