Like any other app.
When you upgrade your os then some may not work.
Could be you went from 32 bit to 64bit os.
Or just the os version.
Meaning you need to update your app
But anyway there is a upgraded version of Dymo label writer
at:

https://www.dymo.com/en-US/compatibility-chart

Only you will know which one to pick from for windows 10

You probably will need to uninstall the old label maker.version first.
Before installing the new label maker.version.
Plus since I have no clue how it interfaces with AC you may need to update settings in AC after.
For it to export the data to the label maker.

This is nothing unique to AC I have a whole box of application CD's that worked on windows xp and win7 and now most of them will not even install or run at all on win 10.

Last edited by Ruben; 07/30/2020 1:19 PM. Reason: Added Comment.
There is no such thing as stupid questions , Just stupid answers.