Getting an MBA, even at a top school, has more in common with undergrad programs than most graduate degrees. At Chicago (my MBA is from there too) you take your 21 courses and get your diploma--no thesis or dissertation, no comprehensive exams. If I recall correctly, Matt majored in economics at Stanford and got decent grades. That's a highly ranked program, and along with interning at the family companies and leading the hockey team, should set him up to do well at Chicago.