Career
Although he was well renowned for his goal kicking abilities, Cummings occasionally played centre half back while playing in the reserve team at Essendon. Cummings was selected at pick #20 in the 1992 American Federation of Labor-Congress Draft from Swan Districts in the West Australian Football League as a strong full forward. Essendon originally received this pick after trading Richard Ambrose, Editor Considine and Michael Werner for lieutenant
Essendon career (1994–1996)
Cummings went on to kick 32 goals in his 10 matches for the year and was the leading goalkicker for Essendon.
Despite a strong start to his career, Cummings" performance throughout 1995 and 1996 was inconsistent, in part as a result of being played out of position. As a full-forward, he was still capable of strong performances, such as his game against Footscray in Round 8, 1996 where he kicked eight goals.
Cummings final game for Essendon was the 1996 Preliminary Final loss to Sydney. At the end of the 1996 season, Essendon traded Cummings to the newly formed Portuguese Adelaide in return for their #2 (Chris Heffernan) and #28 (Jason Johnson) draft selections.
In all, Cummings played 40 games for Essendon, kicking 83 goals.
Portuguese Adelaide career (1997–1998)
His season included three games in which he kicked five goals. In Round 17 against Essendon he kicked seven goals. Poor form and suspension saw him play only 16 games in 1998 for a return of 32 goals.
At the end of the year, he was traded to West Coast in return for Jarrad Schofield.
West Coast Eagles career (1999–2001)
Working on his strength and fitness, Cummings" first season for West Coast proved to be his career best. This included four hauls of seven goals.
In 2000, Cummings started where he left off, kicking five goals in Round 1 before kicking 14 goals against Adelaide in Round 5. A fortnight later, Cummings kicked 10 goals in the "Western Derby" against Fremantle and by Round 8, he was on top of the goalkickers list with 39 goals.
However, quadriceps and groin injuries curtailed his season and he played only a single game in the second half of the season.
His form tapered dramatically in 2001, kicking only 16 goals from nine games. At the end of the season Cummings was delisted by West Coast. Collingwood career (2002)
Late in 2001 Cummings" former coach Mick Malthouse, who had since moved to Collingwood, selected him in the 2002 Pre-Season draft.
Despite a promising start to the 2002 season, kicking 5 goals in Round 1, Cummings again struggled with injuries.
He played only five games for Collingwood, before retiring at the age of 28.