Over his career as an aerialist, Jeff placed on the podium at 17 World Cup events, and claimed 4 FIS overall titles over a 10-year span. His most successful season came in 2003, when he placed 3rd overall in the World Cup standings. His lone medal at the World Championships came in 2005, when he finished second behind countryman Steve Omischl.
Jeff competed in three Olympic games, beginning in 1998 and ending in 2006. His best finish was 4th in 2002, missing out on a medal by only two-tenths of a point.
After his career as an athlete, Jeff worked for his sponsor, the Royal Bank of Canada and eventually became a branch manager before returning to coaching, first in Australia before returning to Canada and taking on the Canadian program.