Five year plan?

I played golf last week with a guy who is works in the corporate world.  He's got a degree in math and an MBA but he also ha a newborn son at home and wants to find a way to spend more time with his family.  He's fed up with the corporate culture and has done well enough to make a career change without having to worry about finances for a while.   

Teaching, he has decided, is the way to go.  Once he discovered that I was a teacher, he immediately began asking question after question about the