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I appreciate you for performing some troubleshooting steps, oceallaighkat.
At this time, it would be best to reach out to our QuickBooks Desktop Support team. An agent will do a screen-share with you and verify this issue further. Let me guide you with these steps:
If you want your customers to pay the invoices online,you can check these articles for more information:
Don't hesitate to tag my name if there's anything that I can help!
I went through that process...typed in "Can't email invoices"...and then hit "message Us" (There was NO "Contact Us"....
The chat window opens and does nothing for hours at a time...NO chat/help is ever begun...