Google claims that this is done for the safety of your account, but it seems to me that Outlook shouldn’t necessarily be on the list of risky apps. If this doesn’t fix your Gmail authentication issues on your Mac OS 10.15 Mail app, then make sure you don’t have a network. If after doing this, Google still seems to be blocking Outlook from accessing Gmail, then you will need to change some settings in Google, not in Outlook. If you do it the other way around, the 587 may revert back to Port 25 which can cause connectivity issues. The trick here is to choose TLS in the Outgoing server encrypted connection menu before typing ‘587’ in the Outgoing Server. Outgoing server encrypted connection: TLS.Incoming server encrypted connection: SSL.Delegate Access gives Send On Behalf rights, access to folders in that user's mailbox and will change how meeting requests are received by the user. Try to add your Gmail account to Outlook once again, but pay careful attention when entering the server settings, which look like this: It lets them to send email as you, directly from your mailbox - this can be set up as purely Send On Behalf by an Admin, but users can use Outlook to Delegate Access to one or more users. Reasons Why Gmail isn’t Working in Outlookīefore blaming Google for this issue, there’s something you can try first, especially if you set your account up using IMAP.
