Hello @will66pu
Thank you for reaching out on the community and telling us about your issue. That is quite odd. are you inputting both manual transactions and also downloading transactions? I'm wondering if those downloaded transactions may not have a downloaded ID attached. Let's double check that to see if we're able to get a bit more information.
To add the downloaded ID column in the top right of your register you'll see a small cogwheel it'll bring down a dropdown menu and we'll want to select register columns. Towards the bottom of the next dropdown with the registers we'll see downloaded ID. Well make sure thats activated and then double check the downloaded ID column and see if there are entries on downloaded transactions.
Let us know if you're able to see those downloaded transactions, With that info we'll see what our next best option would be. Any other information you can provide will also help. Once you get a chance give us an update!
Thanks,
Quicken Francisco
https://www.quicken.com/support#contact-support
Thank you,
-Quicken Tyka