All that did was to delete all of my nearly two dozen filters which I had to manually recreate. I thought that there might be a problem with Outlook 2016. Three days later, and without any changes on my part, the pesky popup notification again stopped Outlook to connect with Gmail. However, one morning two weeks ago (and after two weeks of failure), Outlook suddenly communicated with Gmail with the IMAP account that was created the night before (and wasn’t working), and I saw my Gmail mail in my Outlook. However, I persistently failed to get rid of the pesky pop up. In my Gmail's account “Allow less secure apps” setting is set to ON. I did not choose ‘Require logon using SPA’). Over two weeks, I tried to create (about two dozen times) an IMAP Outlook account (incoming mail server, SLL 993, Outgoing mail server, TLS 587. I uninstalled Office 2007 (assumed that Google stopped supporting it anymore) and installed Office 2016. I can access my Gmail mail in my browser(s), and still do. However, a month ago, the perplexing “enter your username and password” credentials popup started to be stuck with my Outlook POP account. I upgraded to Windows 10 from Windows 2 two months ago. I keep failing for a month now (except for a fleeting few days) to connect Outlook 2016 via IMAP to Gmail.
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