6. Scottie Pippen.
Source: Iconosquare
A retired small forward of the Chicago Bulls could certainly afford the $3.4 million for a private jet. To some, that may not even seem outlandish. We know he played with Michael Jordan and won numerous championships. Shouldn’t he have found out it needed another $1 million in repairs before buying it, however? This is especially true, considering he couldn’t afford the repairs, and his plane has never left the ground.