Hello there, joEmonster.

Thanks for taking the time to join us here in the Community. I appreciate you for sharing your thoughts about this error message you're getting.

We are taking note of this. Our engineers are working on preventing this error from happening again. Right now, you can follow the steps provided by my colleague to resolve the error message "Quickbooks Desktop has expired". 

To be updated to the recent changes, improvements, and fixes in QuickBooks Desktop 2019, you can check out this link.

Always feel free to drop me a reply below if you have additional questions and I'd be glad to assist you further.