Entrepreneurship is a gamble, so it’s no surprise that there are several lessons to be learned about it from blackjack. Jeff Ma is a prime example. Ma was on the MIT Blackjack Team from 1993 to 2001, and won $2 million dollars during that time, inspiring the book “Bringing Down the House” and the movie “21.” When the casinos refused him and his team access to play, Ma turned his (completely legal) card counting skills toward entrepreneurship. The skills he learned playing blackjack have helped him start three different startups, sold to Yahoo, Virgin, and Twitter (the latter selling for close to $50 million). He offered his advice in an article on Inc.com.