Just make sure you have the latest Datacad patch installed. You also may encounter that Datacad needs to deactivated and reactivated after the upgrade. You can deactivate Datacad before the upgrade by closing all drawings and then going up to Datacad's Help menu, License Actions, Deactivate This Computer. Then after the Windows Upgrade, You activate Datacad on it's first run like normal.
See this post on using the website to deactivate a license if needed after the upgrade.
viewtopic.php?f=6&t=14518&p=64743&hilit=softwarekey#p64751Mark M. Maybe a sticky post with the contents of your post above should be added to the How To Section?