Hello @Ryan Cali
Thank you for reaching out on the community and telling us about your issue. I do apologize for the issue you're having. I was taking a look to see if we had any errors up with NFCU but there aren't currently. I believe in this case it might help trying to see on a test file if we have a similar issue. This will give us a better idea of where exactly the issue is. I'll leave steps down below. It'll be the third step down below.
https://www.quicken.com/support/advanced-data-file-troubleshooting-correct-problems-quicken-windows
Once you get the chance let us know what you're able to find out. From there we'll see what we able to find next.
Thanks,
Quicken Francisco
Thank you for the response and the additional details.
Are you able to successfully update if you update through register?
Do you receive any error messages when attempting to update this way?
Thank you,
-Quicken Tyka