A harmless side bet on a sports game is something a lot of people take part in, however I don't think many win $75 million dollars.
Jim "Mattress Mack" McIngvale rang in the Houston Astros' World Series win with the major cash haul after making a series of high stake bets.
Besides his mattress empire and these major bets, the 71-year-old is also well known for his philanthropy.
During Hurricane Harvey, Mack turned his stores into shelters to house people who were temporarily displaced.
Check out his interview with Jen below