Good evening -
So tonight after we applied updates to both exchange servers, we rebooted these servers and they both came back up. I ran into an issue where I couldn’t reconnect back to Exchange through Outlook because it was prompting me for a password. I waited a little while, and tried it again, same thing happened only this time after I clicked “cancel” on the password screen, it gave me the familiar 3 certificate errors, which is expected. Eventually this kind of “went away”, but I rebooted the server a second time, just for good measure. During this timeframe I checked with two people within the office to see if their Outlooks were effected and they were not.
Upon checking iPhone connectivity, I discovered I was unable to reach the mail server. It was just timing out and telling me it could not be reached. I had the other network guy try it on his iPhone and he said that he was prompted with a password dialogue box, which he clicked cancel on, and was then able to get to his mail just fine. I also talked to our assistant, who resides on the second e-mail server and she said she is also being presented with a password dialogue box on her iPhone. After I rebooted the server that second time, my iPhone was then able to connect, send, and receive e-mail, and it is currently still working.
Any help would be appreciated.