After graduating from DePaul University, Terry Cummings was selected second overall by the San Diego Clippers in 1982 NBA draft.
He immediately established himself as the star player of the Clippers and was voted NBA Rookie of the Year in 1982/83 after scoring 23.7 points and 10.4 rebounds per game. He was leading the NBA All-Rookie Team that year. After two years with the Clippers, he was transferred to the Milwaukee Bucks in the summer of 1984, where he had his best time in sports. Cummings was twice in an NBA All-Star Game (1984/85 and 1988/89). He was also elected in 1985 in the NBA All-Second Team.
He reached the playoffs with Milwaukee every year, in which he played in their jersey. In 1989, the move to the San Antonio Spurs followed, where Cummings formed a strong frontcourt alongside David Robinson and Sean Elliott and came in the first three years to 19 points and 8 rebounds on average. In 1992, Cummings suffered a severe knee injury and dropped out almost the entire season. He never recovered to his All-Star form after recovering and lost his starter place to Dennis Rodman but remained a consistent player from the bench. In years to follow, he played for various NBA teams, before he finished his career at the age of 38 in the Golden State Warriors jersey.
One of the most memorable games he played in the Bucks jersey was on May 11th, 1986: The Bucks have beaten the Philadelphia 76ers, 113-112, in Game 7 of the second-round series. Terry Cummings led the Bucks with 27 points.
In 18 NBA seasons, Cummings scored 19,460 points, only 40 points short of the 20,000 point mark. Never the less, this achievemnt placed him among the top 50 career scorers. He finished with averages of 16.4 points and 7.3 rebounds per game. He also played in 1,183 Games, had 33,898 minutes, 8,630 total rebounds, and 1,255 steals.