In 2020 it suddenly came to a halt, because the date pickers just couldn't go further than 2019. Nobody seemed to care in 1992 when it was released.
It was really easy to de-compile the Visual Basic 3 software (perfectly legal where I live). My first idea was to get the source cleaned up a bit and compile it again to 32 bit with Visual Basic 4, but I couldn't figure it out, it required some 3rd party libraries that I just couldn't get a hold of.
In the end I just changed the number 2019 in the binary to 2059 in a hex editor, and it just worked. There was only one occurrence of the number 2019 in the whole binary. I guess I got really lucky.
Edit: It seems like Windows and Visual Basic are not affected by the Unix 2038 problem at all. 16 bit Windows seems to be fine until the year 2107.