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Prior to playing professionally, West played college basketball for Saint Joseph's University.

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Offensively, he proved to be a capable outside shooter, with a field-goal percentage of 46% (and 40% on three-pointers), and maintained his reputation as an athletic and hard-nosed driver with the ball.West, Williams, Zydrunas Ilgauskas, and Anderson Varejão came together to form a supporting cast for franchise player Le Bron James.His tiebreaking game-winner took the Cleveland Cavaliers to a 3–1 lead in this first round series.In 13 playoff games, West averaged 10.8 points, 4.2 assists, and 3.3 rebounds.West scored 21 points in both Game 3 and Game 5 against the Boston Celtics.

On September 12, 2008, West signed a three-year .7 million contract with the Cavaliers.Coincidentally, he replaced his college teammate Jameer Nelson, who withdrew because of injuries.West was moved to the shooting guard spot in the 2006–07 season, but showed signs of difficulty early in the season.In 2005–06, West averaged 11.8 PPG, 4.1 RPG and 4.6 APG.On February 12, 2006, he was named to represent the Celtics on the sophomore team for the Rookie Challenge at NBA All-Star Weekend.As a Cavalier, West played in 26 regular season games (starting all 26), and averaged 10.3 points, 4.5 assists, 3.7 rebounds and 1.1 steals.