Scottie Pippen making questionable financial decisions is certainly nothing new. His struggles to accumulate and hold on to his money are well documented. However, it turns out he may have had a little help in losing a small portion of that fortune thanks to his former Bulls running-mate Michael Jordan.
One day, Jordan arrived at the United Center much earlier than normal and happened upon arena staff members watching the jumbotron races that are usually shown during breaks in game action. This was a revelation to Jordan, who apparently never realized the cartoon bull races were pre-recorded and the winners predetermined. Armed with this knowledge, Jordan figured out who the winners of each race would be ahead of time and started making $100 bets with Pippen every game over who would win each race.
It is unclear exactly how many times Jordan tricked Pippen, but he continued this scheme every few days for the rest of the season, and Pippen was never the wiser to Jordan’s machinations. However, this fact should not come as too much of a surprise based on some of Pippen’s post-playing-career investments.
While this story seems like a perfect illustration of both Pippen’s financial ineptitude and Jordan’s cutthroat obsession with winning, it may be just a little too perfect according to one NBA blogger.
@ohholybutt @AndrewBucholtz Amin relayed an apocryphal story. The baggage claim story is true, this one is not.
— Kelly Dwyer (@KDonhoops) June 11, 2016
Not sure if we will ever get confirmation on the truth of this tale, but we will update this post if there is.