The doubles specialist won 11 titles during his career on the ATP Challenger Tour, including one in single and ten double and three doubles titles on the ATP Tour level. In addition, he stood three more times in an ATP doubles final. Together with his fellow countryman Jordan Kerr, he moved into the second round of the 2002 U.S. Open. This was Healey's best Grand Slam result. In individual he reached the third round at the Australian Open 2006.
Its highest ranking in the tennis world ranking he reached in individual with rank 159 on 15 January 2007 and in double space with 58 on 3 February 2003.