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Des carried number 30 early in his career. I think he went to 1 when he took over the captaincy. He wore 8 for a while as well. I was under the impression that he got 8 when he returned from the Bumblers.
Onya Canberra. That's close enough. As you said he began his career with no. 30 (62-65), then wore no. 1 as captain (66-69), moved to no.8 when he relinquished the captaincy (70-71), then wore no.1 again in 76 when he returned from essendon, and also wore no.3 in 77.
Not sure if other clubs had senior players with numbers higher than 60.
In 1987-1990 I think Collingwood had Terry Keays at least initially wearing number 60. I'm more confident that in 1991 Collingwood had Stephen Anderson wearing number 60. I remember he played in the drawn game against St. Kilda in round 4 at Moorabbin.