Iĭid 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. The problem was much discussed during the Preview phase of Office for Mac 2016 but never corrected. Is forgetting your password every few minutes, etc. This refers to the constant pop-ups that make it appear like Outlook As we know, one of the biggest bugs in Outlook for Mac 2016 is the ever-so-annoying repeated password prompt problem.