Armstrong had an illustrious career at the University of Iowa as the Hawkeyes' all-time leader in assists with 517 upon graduation; and is currently ranked sixth all-time. He also ranked sixth on the school's all-time steals list (178) and fourth in total points (1,705). The 6-foot-2 guard shot .443 (136-of-307) from three-point range over his four-year career and averaged 18.6 points and 5.4 assists as a senior. Armstrong received his bachelor's degree from Iowa in May 1989.
National Basketball Association
Chicago Bulls
Selected by the Chicago Bulls in the first round of the 1989 NBA draft,[1] the 6'2" (1.88 m) Armstrong helped the team return to the Eastern Conference Finals after compiling 55 regular season victories in 1990.[2]
In 1991, he helped them win their first NBA title against the Los Angeles Lakers after winning 61 games. In 1992, Armstrong averaged double-digit scoring while coming off the bench behind longtime starter John Paxson to help the Bulls win 67 games and their second straight title. In 1993, he locked down the starting job, contributing to a 57–25 record and the Bulls' third straight title. He also claimed the NBA's three-point field goal percentage crown with a mark of .453 on 63-for-139 shooting.[3]
In 1994, he emerged as more of a leader in the wake of Michael Jordan's abrupt retirement, placing third on the team in scoring. He was voted a starter in the 1994 NBA All-Star Game, finished second in the NBA in three-point field goal percentage at .444 while leading the team to a 55–27 record and a second-round exit from the playoffs.
Armstrong finished third in scoring again in 1995 as the Bulls posted a 47–35 record, and with Jordan, Scottie Pippen and Toni Kukoč, led the team to the second round again.
Armstrong was signed by the Orlando Magic in March of the 1998–99 NBA season.
Return to Chicago
On August 30, 1999, he was again signed by the Bulls and played the 1999–2000 season and retired at the end of the season, ending his career with the team that drafted him and with which he spent much of his playing career.
Later endeavors
Armstrong stepped into Chicago's front office as a special assistant to Vice President of Basketball Operations Jerry Krause. Having replaced Paxson as the Bulls' starting point guard years before, Armstrong was himself replaced by Paxson as hire to the GM job in Chicago when Krause resigned in 2003. Armstrong remained with the organization as a scout for a couple of seasons, leaving in 2005.[4]