I am probably not alone, but Friday night I was frantically trying to upgrade all of the computers in my office before the free upgrade from windows 7 to 10 expired. It generally went well except on two of our machines.
After the upgrade on those two machines, Outlook cannot connect to the exchange server. The other half a dozen desktops and laptops made it through the upgrade without any problems.
By way of background, the two machines with problems are running MS Office 365 with the Office 2013 desktop apps installed. We use a hosted exchange server through Sherweb running Exchange 2007.
I have run a number of self-help ideas that I found on Google and other strings on this site including deleting the profile and trying to rebuilding it and running "sfc /scannow" from an admin cmd prompt.
I had the same problem on my personal laptop. I tried some more aggressive troubleshooting on the laptop including erasing the profile key from the Registry. Ultimately, I need to travel this week so I just did a hard reinstall of Windows 10, deleting everything and rebuilding. That worked and I was able to get the reinstalled Outlook to connect with no problems.
Thanks in advance.