To solve this problem, you need to enable IMAP and use App Password to log in. Instead, it shows the native window where you have to enter the username and password once. The Windows Mail app can provide the actual Gmail login prompt, but Outlook doesn’t do that. The main reason why it happens is that you are trying to add a Gmail account that has two-step verification enabled. Here are some suggestions that can help you solve this problem. This problem also happens with an already added account. If Microsoft Outlook cannot connect to Gmail and keeps asking for a password whenever you try to add a new Gmail account, you are not alone. However, some people often get an error when adding a Gmail account. So I really don't want to lose those download emails, especially since they've already been deleted from the gmail server.Microsoft Outlook is a great email client that allows users to use various email accounts from one window. So all my gmail emails have been downloaded to Outlook (except for the past few days when Outlook can no longer connect to my gmail).
Yes, that is how I want it - I never use the gmail web client, I use Outlook. Note: I have long since had a setting in my gmail account that after a mail client downloads an email it should be deleted from the server. How can I reconnect my gmail account to Outlook to take advantage of 2FA without losing all my emails?
But if I remove my gmail account from Outlook I'm afraid all my emails will be deleted and gone forever. I'm pretty sure I have to remove my gmail account from outlook and then re-add it, at which time 2FA will kick in. So I have enabled 2FA just now on my gmail account, and my Outlook-connected gmail account still won't connect via Outlook. On Google blocked Outlook from being able to connect to Gmail accounts unless 2FA is enabled.
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