I appreciate you letting us know about the issue you're experiencing regarding sending invoices via email, Michael.

Since you’ve encountered the issue even after attempting to send it to a different email address,  I recommend reaching out to our Live Support team during their support hours to report the problem. They have access to advanced tools and diagnostic resources that can help resolve the error promptly.

1. Click on the Help menu or the (?) icon in the upper-right corner of QuickBooks Online.
2. Go to the Assistant tab.
3. Type "contact support" in the chat box and press Enter.
4. Provide a brief description of your concern and click Continue.
5. Choose your preferred option. Have us call you or chat.

In the meantime, you can save your invoices as PDFs and send them manually outside of QuickBooks using either your business email or an alternate email address until this issue is resolved.

Please leave a reply below if you have any further questions or encounter any other issues. We're here to help.

Yes, I have the same issue.  We pay for the function, why should we have to save the pdf, and then go to our email, upload the pdf and then send.  That is one of QB's selling points, invoices emailed, etc.

I understand that saving the invoice as a PDF and then manually uploading it to send it through email can affect your workflow, MACGM.

As much as I'd like to assist you directly, this case requires further review by our live support team. Our experts can check the situation and settings while ensuring security throughout the process.

To reach them, please follow these steps:  

1. Go to the Help icon, then select the Search tab.
2. Click Contact Us.
3. In the box provided, describe what happens when you send an invoice via email.
4. Hit Continue and then choose the Callback option. 

For effective communication, please refer to this article for our support hours: Get Help with QuickBooks Products and Services.

If you have any questions, leave a comment below. We're here to assist you.