Four Players have won the Brownlow Medal 3 times. They are; Haydn Bunton:Fitzroy 1931 Fitzroy 1932 Fitzroy 1935 Ian Stewart: St Kilda 1965 St Kilda 1966 Richmond 1971 Dick Reynolds:Essendon 1934 Essendon 1937 Essendon 1938 Bob Skilton:South Melbourne 1959 South Melbourne 1963 South Melbourne 1968