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).