We can perform a few troubleshooting steps to isolate the issue, Vixen_Storm.

There are a few ways on how we can resolve the error update. You can start with running the Quick Fix my Program from the QuickBooks Desktop Tool Hub. Here's how:

1. Download and install the QuickBooks Desktop Tool Hub.
2. Go to the Program Problems tab, then select Quick Fix my Program.
3. Reopen QuickBooks and your company file.
4. Download and install the update.

If you're still getting errors, you can use this reference on other solutions with the specific error: Fix error when updating Desktop or Payroll.

Then, you can pull up your 1099 report again. 

Keep me posted on how this works. I'd be more glad to help. Take care!