He served as head coach of the University of Pennsylvania from 1956 to 1966, and of Wake Forest from 1966 to 1972. Following that, he served as the head coach of the Portland Trail Blazers from 1972 through 1974, earning a 48-116 win/loss record. He followed this stint as an assistant coach to Jerry West and the Los Angeles Lakers. When West became general manager in 1979, McCloskey felt he had earned the right to become head coach, but Jack McKinney was hired instead.
Front-office career: "Trader Jack"
In 1979, he became general manager of the Detroit Pistons. Over the next 13 years, "Trader Jack", as he was known, made over 30 trades, constantly upgrading his team to become a true challenger to the Boston Celtics, one of the dominant teams in the NBA's Eastern Conference. His best-known moves were drafting future Hall-Of-Famer Joe Dumars outside the lottery and rebounding champ Dennis Rodman in the second round of the NBA Draft, trading three players for future all-star center and dominant rebounder Bill Laimbeer and trading superstar Adrian Dantley for Mark Aguirre during the 1988–89 season, a move that helped the Pistons win the NBA championship in 1989 and 1990. After the Chicago Bulls swept the Pistons in the 1991 Eastern Conference Finals, "Trader Jack" made his last moves. He acquired Darrell Walker, Brad Sellers, and Orlando Woolridge, and let go of Vinnie Johnson and James Edwards to try to make the team younger. He drafted Doug Overton in the second round that year, who did not even play the following season. The Pistons struggled with their chemistry, as key subs like John Salley did not improve their performance, yet they won 48 games. They lost in five games to the New York Knicks in the first round, and McCloskey left the team. He later served in the front offices of the Minnesota Timberwolves, and the Toronto Raptors, the latter on an interim basis.
Personal life
On March 29, 2008, McCloskey had his name honored in Detroit, with banner raised at The Palace of Auburn Hills. McCloskey had six children. His daughter is the writer Molly McCloskey, whose memoir Circles Around the Sun: In Search of a Lost Brother recounts the story of the McCloskey family with particular focus on Molly's brother, Mike. The family was featured in an article in the September 1953Ladies Home Journal, as part of a long running series "How America Lives", titled "Meet Mrs. $10,000* Executive in the Home". In May 2017, it was announced McCloskey had Alzheimer's disease. McCloskey died on June 1, 2017.
