Since the bank would continue to loan him huge amounts of money despite being in horrific amounts of debt (or his father would bail him out if he got into trouble), I think it would be very difficult to defeat The Donald in a game of Monopoly.
In all honesty, he would be chattering so much that you could easily defeat him. " I just love the Margo Largo Resort so much, I might just find another woman to get married there again. And the golf course is just world class, none better! Then I would honeymoon in the Trump Tower!. Oh, hey. When did you buy Boardwalk? I already own it!"
This post was edited by B.H.Wilson at October 5, 2016 1:00 PM MDT