Thanks for joining us here, JaxGar52.

The status of the attached investigation is still open. The workaround provided in the earlier replies might have let SoftwareTeacher to send the invoices out.

You can follow the same steps from this article: Outlook cannot log on when emailing in QuickBooks Desktop.

I would also recommend contacting our Technical Support if you haven't yet. They'll be needing your account details for them to add you to the list of affected users. Email notifications will be sent as soon as the issue is closed and resolved. Here's how:

1. Go the Help menu and select QuickBooks Desktop Help.
2. Click Contact Us.
3. Let them know that you're getting an error with Outlook . 
4. Click Continue, then select the available options.

Let me know if you need anything else.