Just did an image to a new ssd into a new PC. The older versions of ProSeries did not work with the older shortcut icons - I believe it was 2016-2018. 2019 worked, but is glitchy loading sometimes. 2020 - 2023 worked perfectly! 

So basically I confirm that it just doesnt work for certain years. But if you only need the past few years, go ahead and give it ago! 

Also, I can confirm Quickbooks works fine in ALL years in my experience , you just need to delete the entitlement data file.