A native of the Bronx, Strickland played for the New York Gauchos. While a junior he led Truman High School in Co-Op City to the state championship and was ranked as one of the top 10 high school recruits in the nation. As a senior, he transferred to Oak Hill Academy in Virginia.\n', '

Strickland became a college star at DePaul University where he appeared in 87 games. As a junior, he was a First Team All-American after averaging 20.0 points and 7.8 assists. A 1987 and 1988 All-America pick, Strickland helped lead the Blue Demons to four-straight NCAA Tournament appearances from 1985–88, including Sweet Sixteen showings in 1986 and 1987. The four-time Blue Demon letterwinner ranks among the program\'s career leaders in scoring average (8th; 16.6 ppg), assists (3rd; 557) and steals (2nd; 204). He also averaged 3.4 rebounds while shooting 53.4% during his college career.\n', '

He was selected in the first round of the 1988 NBA draft by his hometown New York Knicks where he backed up point guard Mark Jackson, the 1988 NBA Rookie of the Year. He was seen as sort of an odd choice by some observers since the Knicks had Jackson. Nevertheless, Jackson and Strickland shared time that season. Strickland played in all 82 games and averaged 8.9 points and 3.9 assists in 16.8 minutes per game where he was named to the NBA All-Rookie Second Team.\n', '

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