During 2007–08, he played for the Idaho Stampede of the NBA Development League, averaging 14.5 points per game in 39 games. Taylor was drafted 55th overall in the 2008 NBA draft by the Portland Trail Blazers, becoming the first player in NBA history to be drafted out of the D-League. Portland acquired the 55th pick, used to select Taylor, from the Phoenix Suns trade via the Indiana Pacers. However, he was traded to the Los Angeles Clippers on draft night in exchange for a future second-round draft pick, and signed with the team on July 15. On March 25, 2009, he scored an NBA career high 35 points at Madison Square Garden versus the [[New York Knicks]]. The [[Los Angeles Clippers]] waived Taylor on July 31, 2009.