I always remember the time abstractbill decided to teach me a harsh lesson - He was probably 9, me about 7.

Him: "Hey! You can start with all the money, and I'll start with all the property" Me: "Woah good deal! I've got tons of money now!"

An hour or so later I'd lost obviously.

For more super-intense Monopoly analysis, check out this math prof's page: http://www.public.iastate.edu/~hentzel/monopoly/homepage.htm...

This guy was doing computer analysis of Monopoly like 25 years ago.

This is off topic, but if you are teaching (or learning) OO, designing an object model for Monopoly is a great project.