Kevin O'Leary tasks the participants with selling raffle tickets for a sports charity. They get help from soccer legends Danny Dichio and Jimmy Brennan. Toronto FC is a Major League Soccer team based in Toronto, that draws an average of 20,000 rowdy fans to BMO stadium every game. This week, the ex-cons must sell a minimum of $3,500 dollars in 50/50 tickets to a crowd of beer-fed spectators to raise money for the Maple Leaf Sports and Entertainment Team Up Foundation, a youth sports initiative run by Executive Director Mike Bartlett. But when certain team members fail to show up and secrets get revealed in Kevin's office, it leaves the team emotionally bankrupt.