Thanks for bringing this , @ICSLLC,

This issue comes up when you're not logged on as Administrator or QuickBooks is not updated to the latest release version. To resolve the grayed-out option fro Automatic Updates, perform the following troubleshooting:

Download the update patch in the website:

1. Go to the Downloads & Updates page.
2. Select the Country,Product, and Version then click Search.
   
3. Choose the Get the latest updates link.
   

Next, open a test company file and check if the same issue is happening there. This platform has all the features of the actual working file making it a great place to check for corruptions and data issues.

To open a test file, click the Open a sample file drop-down on the QuickBooks Startup page. See this illustration:

If the problem does not appear on the test file, run the Verify/Rebuild Utility on the actual company. This built-in tool automatically fixes minor company file data issues.

1. Go to the File menu then pick Utilities from the list.
2. Select the Verify Data. tool then wait until the diagnosis is done.
3. If there are issues, proceed to rebuilding the company file.
4. Tap File menu then hover over Utilities.
5. Pick Rebuild Data then click OK.
6. Follow the onscreen steps to save a backup.
   

However, if the problem persists on the sample company, use the Repair Tool. It fixes most issues with the software. Here's how:

1. Create a back up your company file beforehand to avoid any accidental data loss.
2. Reboot the computer and tap the Windows Start menu.
3. Find Control Panel on the search field or select it from the list.
4. Press Programs and Features then Uninstall a Program.

   Note: If you don't see Programs and Features, select Programs instead. Then select Program and Features.

5. Pick QuickBooks from the list of Programs, then press Uninstall/Change.
6. Click on Continue, or Next. then Repair.
7. Press Next again then wait for the tool to start its diagnosis.
8. Hit Finish when done.

To learn more about repairing QuickBooks and its complete steps, go to this link: Repair your QuickBooks Desktop for Windows.

After the Repair, run QuickBooks as Admin. Do this by right-clicking the QuickBooks icon in the desktop and selecting Run as Administrator.

Let me know the result once you've tried the steps. I want to make sure your concern is fully addressed and I'm here to provide further assistance whenever you need it. Have a great rest of the week!