Team: Toronto Argonauts
Years Of Ownership: 1991-1994
Championships Won and Playoff Appearances: One championship / One playoff appearance

Uncle Buck joined up with The Great One and Co. to purchase a piece of the CFL's Argonauts in 1991 and became a part of one of the clubs most successful years in the league. They signed superstar "Rocket" Ismail to a ridiculous contract by AFL standards, $18.2 million over four years, and finished the regular season at 13-5-0. The Argos capped off the season by capturing the 79th Grey Cup. The following years were nowhere near as successful though and sadly big John passed away just three years later. R.I.P.