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Buy nowWelcome to the Community. I'm here to take care of your query about emailing invoices in QuickBooks Desktop (QBDT), @emtaylor517.
The first thing I can suggest is to update QBDT to the latest version.
Next, what you can do is check the settings on the Preferences page. Here's how:
I suggest you open this article for additional information about the Document Center: QuickBooks Document Center: FAQs and common issues. It has a list of common questions about this feature, along with troubleshooting steps.
Tag me in a comment below if you have other questions about attachments in QBDT. I'll be sure to get back to you. Have a great day!