Jacobs played for Essendon from 1999 to 2003, including the 2001 AFL Grand Final loss to Brisbane.
After playing 81 games for Essendon, he was traded to Hawthorn at the end of the 2003 season as part of the Veale Deal that resulted in Jade Rawlings being traded to the Western Bulldogs.
[2] After missing only two matches in his last three seasons at Essendon, Jacobs' time at Hawthorn was plagued by injuries to his leg, hand, back, jaw and hip.
In March 2008, after playing only 45 games over four years, Jacobs announced his retirement from AFL football because of a degenerative hip problem.
[3] In 2010, Jacobs joined the St Kilda City Football Club (Southern Football League), having crossed over from Port Colts (WRFL).