Career
He had to wait until the 1984 VFL finals series to make his Fitzroy debut, which came against Collingwood in an elimination final. This made him the first Fitzroy player, since Charlie Chapman in 1924, to make their league debut in a final. Fitzroy lost the match by 46 points.
From 1984 to 1989, Osborne made 37 appearances for Fitzroy.
He finished his career with a reserves premiership in 1989.