How to attract people to work on very old and outdated technologies?
workplace.stackexchange.com
workplace.stackexchange.com
Is anyone doing something similar? My main fear would be failure to deliver, since there is more uncertainty in the process; you have to make sure you have the source code from the client, and that you can find not just the development tools (eBay, etc.) but also the manuals and the OS to run them, and so on.
If I was in his position, I think I would just leave the company. Think of it as a Kobayashi Maru solution.