I'm guessing he doesn't know what ScummVM is... especially being that he learned the computer from playing MI. However, that IS an awesome way to teach a kid to learn the computer. That being said, as we all know, by the time I post this reply, MI2 is already rereleased through Steam.
But I'll give you a good pointer Purple Cleo (like how I broke that up and made it appropriate?), the original Monkey was a genius creation that shaped my life as well. When my kids are old enough to play games, I'm starting them off on Monkey Island, Loom and Lemmings. Old school is sometimes the best school.
And by the way... lots of cheese is definitely a positive way to spend lottery money. Who wouldn't agree?