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All-
As we know, one of the biggest bugs in Outlook for Mac 2016 is the ever-so-annoying repeated password prompt problem. This refers to the constant pop-ups that make it appear like Outlook is forgetting your password every few minutes, etc. The problem was much discussed during the Preview phase of Office for Mac 2016 but never corrected. I did some digging on the forums here and found other threads that covered this problem with slight variances, but the core issue is the same -- credentials are somehow not being stored properly or become corrupted during normal operation of the software. List of the relevant threads I found below. This list may not be comprehensive:
It seems odd that a major bug like this remained unresolved after the official release of Office for Mac 2016 ... and still hasn't been corrected! Per post responses on Microsoft's official Office Blog, they are looking into authentication issues with Exchange Server, but who knows what that means or how long that will take. Based on what I can gather:
e.g. username@DOMAIN vs. DOMAIN\username vs. username
A ticket submitted by forum member *Filip Herman* to Microsoft's technical support around early August 2015 indicated that Microsoft is aware of the problem and has a planned fix in progress. Obviously its been years since that. Others have submitted tickets to support since. Scroll to the end to read the most current progress.
I'd encourage everyone to mark this post, indicating that you "recommend this discussion." This thread has tens of thousands of views and hundreds of comments, so its clearly not an isolated issue. Unfortunately, my company abandoned the use of Outlook for Mac 2016 some while back because of this issue, so I don't have an active platform to test on anymore. However, keep trading ideas here as needed.
Best of luck-
Seattle_Expat
Using older versions of Outlook for Mac in business environments
Locked Question. This question was migrated from the Microsoft Support Community. You can vote on whether it's helpful, but you can't add comments or replies or follow the question.
This keeps happening to me, too - Outlook Mac 15.28.16092700. SHAME on you, Microsoft, for not fixing this issue definitively, after such a long time.
Same as with me: (I don't use an exchange server or ICloud and have always used the same private ISP.) It seems someone somewhere would have a solution to this problem.
Don't know it it means anything, but I was using Outlook 2011 with OS 10.6.8 (Snow leopard) for years with never so much as a blip. The password problem reared its head the moment I upgraded to El Capitan with no amount of fiddling able to resolve it. I don't use an exchange server or ICloud and have always used the same private ISP. I have to conclude that the problem lies with the Mac and is probably connected to the keychain.
I too continue to have the password problem as well as the 3252 error code (Connection to server failed or ws dropped." Microsoft said the later was a virus and I would have to pay for tech support. I did not. It has been a problem since May when MS Outlook was installed. Frustrating!
Thanks of your follow-up.
Clearly posting my positive experience after deleting the iCloud account was tempting fate. This morning (only 5 days later) the Outlook account passwords have disappeared and have continued to disappear whatever I do. The Mac brings up its own request for the POP password which allows mail collection, but I have to go into Outlook to enter the SMTP outgoing one. Hey ****, knew it was too easy.