After his playing days, McCloskey shifted his focus to coaching. He started at the collegiate level, taking on the role of head coach at the University of Portland from 1956 to 1959. His coaching career continued at Wake Forest University, where he served as head coach from 1959 to 1966. McCloskey's ability to lead and develop players was evident during his time in college basketball, and it paved the way for his entry into the professional ranks.
In the late 1960s, McCloskey transitioned to the NBA, where he took on assistant coaching roles before becoming the head coach of the Portland Trail Blazers in 1972. Although his tenure with the Trail Blazers was short-lived, it marked the beginning of his long association with the NBA. He later served as an assistant coach for the Los Angeles Lakers and the Indiana Pacers, gaining valuable experience and insight into the professional game.
McCloskey's most enduring legacy in basketball came during his time as the general manager of the Detroit Pistons, a position he held from 1979 to 1992. Under his leadership, the Pistons underwent a transformation that would lead to their dominance in the late 1980s and early 1990s. McCloskey was instrumental in assembling the roster that became known as the "Bad Boys," a team characterized by its tough, physical style of play.
During his tenure, McCloskey made several strategic moves that were crucial to the Pistons' success. He drafted key players such as Isiah Thomas and Joe Dumars, and he orchestrated trades that brought in vital pieces like Bill Laimbeer, Rick Mahorn, and Mark Aguirre. McCloskey also hired Chuck Daly as head coach, a decision that proved to be instrumental in the team's achievements.
The Pistons, under McCloskey's management, reached the NBA Finals three consecutive times from 1988 to 1990, winning back-to-back championships in 1989 and 1990. These victories solidified the Pistons' place in NBA history and highlighted McCloskey's ability to build a championship-caliber team.
After leaving the Pistons, McCloskey continued his career in basketball management with roles in other NBA organizations, including the Minnesota Timberwolves and the Toronto Raptors. His extensive experience and knowledge of the game made him a respected figure in the basketball community.
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