I can understand if you would want to delay on a personal machine. That's your call. However, I am of the opinion that you should not gamble the business on it. You should not have any EOL devices in use, period. (Unless it is properly airgapped)
What do you mean? We just migrated that software to a Windows XP VM running on Windows 7! That was just 15 years ago, it'll be good for another 15 for sure.