why does outlook keep asking for password verification

It happens at random times, to random people and random workstations. “We have around 30 workstations here and since last week some people are getting random prompts asking for the e-mail accounts password in Outlook. Finally this week three discussions of the problem turned up on Reddit here, here, and here.

Although it was causing more than one of my clients to go batty throughout July, there was almost nothing online to suggest that it was affecting anyone else. If a lot of people are seeing persistent password prompts, there should be lively discussions online. I expect to be able to search online and find an answer, a workaround, or at least some confirmation that a problem is widespread. If anything unusual is happening to my small business clients with the simplest possible setups, then it should also be happening to many, many other people. There are hundreds of online forums where Office 365 and Outlook bugs and problems are discussed in near real time. There are millions of Outlook users with Office 365 mailboxes. In the last week, I’ve heard the same story from several more clients. Occasionally it slows down and they’re blessed with a few quiet days but then, out of nowhere, unwelcome prompts start popping up again. All of them were dutifully filling in their passwords and checking the “Remember my credentials” box, of course, but then having the prompts return over and over again. One business was hit particularly hard – many of its employees started getting the prompts over the course of a few days. Passwords have not expired and are set not to expire. There are no recent changes to their accounts. These are all users running Outlook 2016 with Office 365 mailboxes. At its worst, Outlook password prompts are popping up every ten or fifteen minutes.

Starting a month ago, Outlook began prompting a few of my clients for passwords.

Feel free to look away if this doesn’t apply to you. This is a frustrating story of a poorly-defined bug with no solution.

Why does outlook keep asking for password verification