Bryant Reeves : 6 years, $61.8 million (1998)
— Bryant “Big Country” Reeves is another example of the horrible rookie contracts that teams used to hand out in the early 1990’s. Reeves played well early in his career, averaging just over 13 points per game in his first season and then just over 16 points per game in his second season.
But right after that, the then-Vancouver Grizzlies handed him a six-year, $61.8 million contract extension. Reeves battled injury and conditioning issues for the remainder of his career, and was out of the NBA before that new deal was finished.