Scottie Pippen

Along with Michael Jordan, Scottie Pippen played a significant role in transforming the Chicago Bulls into a championship team and popularizing the NBA worldwide in the 1990s. Pippen played for seventeen seasons in the league and won six NBA championships with the Chicago Bulls. He is acknowledged as one of the best small forwards of all time. He was also named NBA All-Defensive First Team eight consecutive times, All-NBA First Team thrice, NBA All-Star seven times, and NBA All-Star MVP.

Aside from his professional basketball career, the former basketball player also had investments in the past, which were unfavorable. One of them was his purchase of a Gulfstream jet with a price tag of $4 million from a company called Air Pip. Unfortunately, due to missed inspection, the jet’s engine needed repairs which cost up to a million dollars. The plane never got off the ground since its purchase.