Barstool Sports founder Dave Portnoy continues to help small businesses. The brain behind Barstool has done pretty well for himself after building a media empire from the ground up. His days of hand delivering newspapers are far behind him, and he’s now got plenty of money to throw around. Portnoy consistently posts about big sports bets he makes, and the Michigan grad most recently paid for a plane to fly over Ohio State’s College Football Playoff game with a sign that read “Extend Ryan Day.” Because Ohio State and their head coach can’t ever seem beat Michigan in football. Portnoy, despite his best efforts to create a culture and business that brings people entertaining content, is often a divisive figure. Some people think that “El Presidenté” is arrogant and has a big ego,…..