Wynona said:
I have Outlook 2016 also, Loren, and have the same problem you do. I have a lifetime subscription to VPN Unlimited, and had that problem. So, I "dumped" it and got a lifetime subscription to Windscribe. Same thing happened with Windscribe too, so it's obviously a failing with Outlook, but so far, I haven't seen a solution to the problem itself.
Fact: I have installed Windscribe on my desktop computer and in the browsers I use; Firefox and Chrome. I haven't tried to install it in Edge yet, because I only test when a new Windows Insider Program Build is released.
The one workaround I have found so far is that I can turn the desktop version of Windscribe off, run Outlook and get my emails. Another thing I have found is that the desktop version of Windscribe doesn't seem to email addresses I had before, such as at Hotmail, at live.com, etc. Just the ones at outlook.com.