Hamilton was selected with the 7th pick in the 1999 NBA draft by the Washington Wizards. In his rookie season, he played in 71 games with 12 starts and averaged 9 points a game backing up veteran shooting guard Mitch Richmond. The Wizards only managed to win 29 games however and failed to make the playoffs. The season also marked the addition of Michael Jordan to the franchise, who took over as part owner and President of Basketball Operations The following year proved to be a breakout season for Hamilton, as he played more at the small forward position and started in 42 of 78 games and doubled his scoring average to 18.1 points a game. The Wizards could not improve however, and won just 19 games for the season. In the offseason, Michael Jordan announced that he would return to the court for the Wizards, while also hiring Doug Collins to coach the team. Despite a successful start to the season, injuries limited Jordan to just 60 games, while Hamilton also played in just 63 games but solidified his role as the team's starting shooting guard. The Wizards improved but failed to make the playoffs with a 37-45 record, and Hamilton averaged 20 points a game for the season while finishing second in the league in free throw percentage, shooting 89 percent from the free throw line. On February 26, 2015, Hamilton officially announced his retirement from the NBA on ESPN program His & Hers. In the 2006–07 NBA season Hamilton appeared in the NBA Fundamentals series, hosted by TNT, where basketball players showcase certain aspects of the game. Hamilton explained the topic "moving without the ball" to shake off your defender. He was also a contestant on an episode of the game show series Wanna Bet'. He has also worked with many charities, including the Read to Achieve* program and reading books to children. As part of his long-time work with children, he has appeared on an episode of Disney Channel's "Imagination Movers". He helped the gang play basketball and learn a lesson of friendship.
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