Drewett won the Australian Open junior title in 1975 and 1977 . In 1981 he was able to win his first of a total of seven double tournaments on the ATP World Tour alongside Erik van Dillen . In 1982 he won his first of two individual titles in Cairo , four more times he was in a final. He reached his highest ranking in the tennis world rankings in 1984 with position 34 in singles and in 1988 with position 18 in doubles.
His best individual result in a Grand Slam tournament was reaching the quarter-finals at the Australian Open 1976, which he won twice in the junior competition. In the doubles competition he reached the semi-finals of the Australian Open in 1988 and 1989 at the side of Marty Davis .
Drewett was appointed to the Australian Davis Cup team once in 1980 and played the doubles game alongside Mark Edmondson in the 5-0 win over Japan . Although they won the game, he was subsequently no longer considered.
Drewett was married and had two children. After the end of his professional career, he became self-employed as a businessman , he also worked as a commentator for the Australian television station Channel 9 . Between 1999 and 2003 he was Executive Vice President and since 2006 Chief Executive Officer of ATP . He has also been the tournament director of the ATP World Tour Finals since 2001 . From the beginning of 2012 Drewett was President and Executive Chairman of the ATP.