In 1979, while at Western Texas, Pressey and his teammates went 37-0 and won the
NJCAA Men's Division I Basketball Championship. In 1982, while playing for
Tulsa Golden Hurricane men's basketball, Pressey was awarded MVC Player of the Year after averaging 13.2 points, 6.4 rebounds, 4.0 assists, and 3.2 steals. While playing small forward for the
Milwaukee Bucks in the 1980s, Pressey took on many of the ball handling duties, even leading the team in assists for five straight years. As a rookie on March 26, 1983, Pressey scored a season-high 23 points and recorded 4 steals in a 89–81 victory against the
New York Knicks. A renowned defender throughout his career, Pressey was named to the
All-NBA Defensive Team three times, and was top 20 in the league in defensive rating, an advanced metric, four consecutive seasons from 1982–83 to 1985–86. He participated in the 1986
NBA Slam Dunk Contest, finishing in 6th place out of 8. During his tenure in Milwaukee, alongside hall-of-famers
Sidney Moncrief,
Bob Lanier, and
Marques Johnson, Pressey and the Bucks reached the Eastern Conference Finals three times, although they never advanced to the
NBA Finals. In the
1984-85 NBA season, Pressey helped the Bucks to a 59–23 record, starting 80 games and leading the Bucks in assists with 6.8 per game, while adding 16.1 points and 5.4 rebounds per game. In that year's playoffs, Pressey and the Bucks advanced past the
Michael Jordan-led Bulls in the first round, with Pressey scoring 20 points, grabbing 6 rebounds, and 6 steals in a deciding Game 4 victory. However, in the following round the Bucks would lose in a sweep to the
Philadelphia 76ers. On February 19, 1986, Pressey scored 26 points on 11-15 shooting and recorded 11 assists while leading the Bucks to a 124–107 victory against the
Dallas Mavericks. A week later, on February 25, Pressey set a career high with 16 assists in a 114–99 win against the
Los Angeles Clippers. In the
1986 NBA Playoffs, Pressey recorded a triple-double with 23 points, 10 rebounds, and 16 assists in Game 5 of the 1986 Eastern Conference Semifinals versus the
Philadelphia 76ers on May 7, 1986. The Bucks would win the series in 7 games, before being eliminated in the Conference Finals by the Celtics in the next round. On November 7, 1988, Pressey played 48 minutes, the entire game, due to injuries to various teammates and scored 21 points, while recording 8 assists, and grabbing 6 rebounds, in a loss against the
New Jersey Nets. During the
1990 NBA Playoffs, his last with the Bucks, Pressey helped Milwaukee to a Game 3 win over the
Chicago Bulls with 19 points, 12 assists, 6 rebounds, and 4 steals. However, the Bucks would go on to lose the series. On August 1, 1990, Pressey was traded to San Antonio for
Frank Brickowski. On November 7, 1990, Pressey scored 14 points and recorded 10 assists in one of the highest scoring games in NBA history, as the Spurs beat the
Denver Nuggets 161–153. Teammates
David Robinson and
Terry Cummings combined for 74 points. On May 5, 1992, Pressey was released by the Spurs. In 1992–93, he came out of semi-retirement while an assistant coach with the
Golden State Warriors to help the team deal with many injuries to other players. He played 18 games before getting injured too. ==Career statistics==