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Buy nowHi there, cmcyr.
I appreciate you for sharing a screenshot of the error you've encountered and for performing some steps to fix the problem. I understand that things have been challenging for you about setting up Gmail and that it's not the sort of experience we want you to have while using QuickBooks. With this, I'll ensure to provide steps so you can proceed with the process of using Gmail with enhanced security smoothly.
When you have Gmail without Enhanced Security checked, you’ll have to ensure you switch to Enhanced Security. Last May 30, 2022, Google will no longer support using only your username and password. This could affect how you send transactions with Gmail in QuickBooks.
Then, if you've configured Gmail to use enhanced security, you'll be prompted to authorize QuickBooks Desktop or like the message you received when you send a transaction or report. To fix this, I recommend reauthorizing QuickBooks Desktop to continue using Gmail and to make sure it remains compliant with their policy.
Here's how:
After that, please know that there's no need to uncheck any default permissions set by Google. Then, you can open this article to see further details on how Gmail with enhanced security through QuickBooks Desktop works: Set up enhanced security in Gmail for QuickBooks Desktop.
Lastly, you may refer to this article to see steps on how you can fix an error message about being unable to connect to the email server when using webmail in QuickBooks Desktop: Fix Error: Could not connect to the email server.
Please let me know if you have other concerns working your Gmail with QuickBooks, cmcyr. I'll be right here if you need anything else. Have a good one!