I'm helping someone who is using Outlook 2010 as their mail client and using IMAP settings for Gmail. on multiple occassions, the 'Less secure app access' disables itself and then outlook starts prompting for his Gmail password. Once we go in and enable Less Secure Apps Access again, it works. The last time this happened, we made it 2 days before having to change it again. What gives? Do the newer versions of Outlook remove the need for this setting?