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There might be a minor data damage in your system that's causing this behavior. This can be the reason why your sent emailed invoices aren't showing in the Sent Email list.
Let's run some basic troubleshooting to isolate the issue and fix it. To start, update QuickBooks Desktop to its latest release. This way, we can keep your software up-to-date so you always have the latest features and fixes. Here's how:
After updating, check if you're able to the emailed invoices in the Sent Email list. If you're still getting the same result, run the Verify and Rebuild Data tools. These can help us identify the cause of the issue and fix it.
If you need further help in managing your company, you can always visit our articles from the general articles list page.
Let me know how else I can help you with QuickBooks by adding a comment below. I'm more than happy to lend a helping hand. Keep safe!