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In your email you mentioned you are using DataCAD 10 and we all were testing on DataCAD 11/12. DataCAD 10 does not handle hints and thus this problem. Do you have any example macro where hints are displayed in DataCAD 10?
I ran a downloaded copy of Roof-it and it handled flyout windows in version 10 correctly. I noticed in the code for roof-it that it handles lables and lblmessages using a separate module and assigns the messages by number referenced to a stringlist generated at start-up. When I was trying to figure this out, I was going to try loading the message string into memory using a variable and testing it in a lblmsg to see if that affected the flyout display ( I didn't get around to this test).