Osborne could play in a variety of positions, from forward, ruckman to back pocket. He spent just two seasons at St Kilda and made nine of his eleven appearances in the 1962 VFL season. A VFA representative in the 1966 Hobart Carnival, Osborne previously played for the league in 1961, 1964 and 1965. He was a premiership player at Dandenong in 1967 where he was charged, but exonerated, of kicking, in the Grand Final.
^Holmesby, Russell; Main, Jim (2014). The Encyclopedia of AFL Footballers: every AFL/VFL player since 1897 (10th ed.). Melbourne, Victoria: Bas Publishing. p. 680. ISBN978-1-921496-32-5.
Western Australia 26.18 (174) defeated Victoria (VFA) 5.11 (41), at North Hobart Oval, 9 June 1966, crowd: 20,047 Tasmania 19.27 (141) defeated Victoria (VFA) 7.11 (53), at North Hobart Oval, 11 June 1966, crowd: 23,764 Victoria (VFL) 14.17 (101) defeated Victoria (VFA) 9.7 (61), at North Hobart Oval, 13 June 1966, crowd: 13,969 South Australia 21.20 (146) defeated Victoria (VFA) 9.11 (65), at North Hobart Oval, 16 June 1966, crowd: 10,199