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Buy nowThanks for joining the conversation, @Trevor richter.
Did you receive any error messages when the program crashes? Knowing more about the prompt can help me determine whether it is driven by emailing invoices, or because of an issue with the company file or QuickBooks itself.
Let’s perform some basic troubleshooting solutions to isolate the problem. Start by updating QBDT to the latest release. You can either perform the process within the software or download the patch through the website.
Check out this article for more details: Update QuickBooks Desktop to the latest release.
Right after, try emailing invoices again. If you continue to get the same result, I recommend running the Verify and Rebuild Utility Tool to fix it.
Here’s how:
Once done, follow the steps above except choose verify instead of rebuild. Take a look at this article for reference: Resolve data damage.
I’m also adding this link that contains other troubleshooting solutions you can perform to remediate the problem of QuickBooks crashing when emailing transactions: Com error when sending invoices or opening QuickBooks Desktop.
Please let me know how this goes and if you need further assistance. I’m always ready to help. Take care!