He graduated college with highest honors, but didn't get into medical school. So he spent a year learning how to invest then started his own financial firm.

He invests his parents money right now (about 2 million). He makes about 100k.

Now he wants to go to business school and his hoping to get into an Ivy League.

He is doing well if it makes him happy and satisfied. Money is not the only goal.

Is 2 mill ALL of his parents' money, or only what they'll LET him invest? 100k/yr isn't a hell of a lot on 2 mill.

Good

That depends on what his net worth is, and what debts he has