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Buy nowI appreciate the details you included in your post, @mmcguire85. I'll take care of this query for you.
As you stated above, invoices that are imported via IIF files aren't marked as Email later. You have the option to do this by hand, then proceed to email them in batches. When you're ready, follow the steps below:
Another option I can provide you is to check this page: Apps for QuickBooks Desktop. You can view a list of third-party apps that allows you to mark imported invoices as Email later.
Let me know in the comments below if you have additional questions about importing invoices in QuickBooks Desktop. I'll get back to you as soon as I can. Enjoy the rest of the day!