Hi there, hansae13. I can imagine your frustration right now, especially given the routine tasks you've been performing in a multi-user environment. The repetitive nature of this problem can be indeed frustrating. Let's explore alternative solutions to ensure that the Email Later feature works seamlessly.

We'll begin by making sure you have the latest release for QuickBooks Desktop. Here's a link you can use as a reference: Update QuickBooks Desktop to the latest release.

After that, use the Rebuild Tool to fix any potential data damage in your company file. Like this:

1. Go to the File menu.
2. Hover over Utilities and choose Rebuild Data.
3. On the QuickBooks Information window, click OK. Follow the onscreen steps to save a backup.
4. Let the tool repair your file. It may take some time. QuickBooks may seem stuck, but as long as you can move your mouse, the tool is working.
5. Once done, hit OK.

Then, check if there are still data issues In your file by running the Verify Data Tool. Here's how:

1. Go back to the File menu.
2. Hover over Utilities and select Verify Data.
3. If QuickBooks doesn't find any problems, click on OK. Otherwise, if QuickBooks finds an issue with your company file, hit Rebuild Now.

Once done, check and see if the Email Later option still gets unchecked after running a batch print for invoices. If it does, I recommend contacting our Support Team so they can look into it further. They have the tools to investigate this and, if necessary, open a ticket.

Should you have any other concerns about invoices, please feel free to reach out. We are always here to support you every step of the way.