I've been playing McKenzie and Company this week. It's kind of a shame that this game has been relegated to the trash heap of history. Sure, it's not the best game ever, but it's interesting enough.
The game was made in Flash, so it should be possible to get it working on modern machines. If I was in charge at Her Interactive or Digital Leisure (whoever owns the rights to the game now), I'd give that as a side project for one of the programmers. You know, patch up the game for a month or so, then sell it online. Even if the programmer had to work entirely from scratch, it wouldn't be a daunting task, since the most complicated programming is a Space Invaders minigame.
Alternately, you could get rid of all the minigames, and release the game as a basic dating sim. That'd be simple enough to do in Ren'py, since all the videos are all in the modern .avi format. In fact, I'd volunteer for that project! Someone please pay me to work on the 20th Anniversary Edition of McKenzie & Co.!