Also, you must trigger Outlook to make the connections within ten minutes of pressing Continue. To work around this issue, delete any cached passwords for your account, and also delete any modern authentication tokens from the keychain. Note that you must use the credentials for the account you are adding to Outlook - if the browser is already signed into another account, you must sign out first. To resolve this issue in Outlook 2016 for Mac, install the February 2017 Outlook update (version 15.31.0) from the following Office website: Release notes for Office 2016 for Mac. This will allow ten minutes for Outlook to register as an approved connection. If necessary (it's usually not), enter the letters in the distorted picture then press Continue. If there is still a problem, try clearing Captcha: visit and sign in with the Gmail username and password. NB: Even if you have checked this before, check it now because Gmail disables this access if it is not in use.
This is essential for IMAP, POP and SMTP connections. Under Security, scroll down and enable access for less secure apps. Need help please Cannot Setup my outlook email account on my Mac Outlook 2011: Using accounts in Outlook: 2: Nov 20, 2019: Setting up an Outlook Account on Mac Os 10.6.8 Outlook 2011: Using Outlook: 1: Aug 22, 2019: R: Outlook for Mac - Advanced Search and Tracking Sent Emails: Using Outlook: 0: Aug 15, 2019: Cannot setup Outlook.
If 2SV is not enabled, you must enable less secure access: sign into the account using a web browser at, then go to Settings > Accounts and Import > Other Google Account settings.