NBA Trade Deadline 2016: 5 worst trades of all-time

PHOENIX - JUNE 1: Joe Johnson #2 of the Phoenix Suns walks on the court during the final moments of their loss to the San Antonio Spurs in Game five of the Western Conference Finals during the 2005 NBA Playoffs at America West Arena on June 1, 2005 in Phoenix, Arizona. The Spurs defeated the Suns 101-95, winning the series 4-1 and will advance to the NBA Finals. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and/or using this Photograph, user is consenting to the terms and conditions of the Getty Images License Agreement. (Photo by Elsa/Getty Images)
PHOENIX - JUNE 1: Joe Johnson #2 of the Phoenix Suns walks on the court during the final moments of their loss to the San Antonio Spurs in Game five of the Western Conference Finals during the 2005 NBA Playoffs at America West Arena on June 1, 2005 in Phoenix, Arizona. The Spurs defeated the Suns 101-95, winning the series 4-1 and will advance to the NBA Finals. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and/or using this Photograph, user is consenting to the terms and conditions of the Getty Images License Agreement. (Photo by Elsa/Getty Images) /
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LOS ANGELES, CA – FEBRUARY 28: Ray Allen
LOS ANGELES, CA – FEBRUARY 28: Ray Allen /

5) Milwaukee Bucks trade Ray Allen, Ronald Murray, Kevin Ollie and a 2003 1st-round pick to the Seattle SuperSonics for Gary Payton and Desmond Mason

In 2003, Ray Allen was in his prime with the Milwaukee Bucks. He averaged over 20 PPG and was part of the core that was supposed to lead the team for years to come.

Unfortunately, the Bucks made a bizarre move in trading their star player to the Seattle SuperSonics in a deal surrounded around point guard Gary Payton, who was nowhere near what he used to be. He was also in the final year of his contract and bolted Milwaukee after the 2003 season to join the Los Angeles Lakers.

Mason may have been seen as a replacement for Allen since he stood at 6′ 7” and could play the shooting guard and small forward positions. However, unlike the future NBA Hall of Famer, he couldn’t shoot for his life and only made 66 three-point shots in his career. Allen would go on to set the all-time record for most three-pointers.

The Bucks would go on to fall apart in the following seasons, going into a rebuild that they are still trying to complete. They haven’t gotten out of the first round of the NBA Playoffs since Allen left in 2003.

The 1996 draft pick would have very productive seasons with the Sonics before being traded to the Boston Celtics, winning a title in 2008.

If the Bucks had kept Allen …

Next: No. 5 Baron Davis to the Warriors