The history of this award is a little confusing, but we'll do our best to explain. The Best Clubman award was only presented twice prior to the 1980s, but became a regular staple (albeit under a few different names) from the mid-1980s. The names it appeared under were: •    South Fremantle Football Club Trophy 1968 •    Cr J P Brebner Trophy 1973 •    Coaches Trophy 1983 •    Max Carroll Memorial Trophy (Best Team Man) 1985 •    Precision Golf Forging Trophy 1986-87 •    Jack Regan Trophy from 1988-99. In 1991, after Darren Millane's tragic death, the club established the Darren Millane Perpetual Memorial Trophy, which was voted on by team members, choosing their most valued teammate or best team man (and became known as the 'teammate' award). In 2000, the club effectively combined the two awards, presenting the Darren Millane Trophy to the player adjudged to have been the Best Clubman of the year.

Year Best Clubman
1968 Laurie Hill
1973 Barry Price
1983 Mark Hannebery
1985 Tony Shaw
1986 Brian Taylor
1987 Jamie Turner
1988 Michael Gayfer
1989 Michael Gayfer
1990 Craig Kelly
1991 Michael Gayfer
1992 Damian Monkhorst
1993 Damian Monkhorst
1994 Damian Monkhorst
1995 Michael Christian
1996 Matthew Francis
1997 Gavin Crosisca
1998 Graham Wright
1999 Scott Crow
Year Darren Millane Award
1991 Gavin Brown
1992 Tony Shaw
1993 Alan Richardson
1994 Gavin Brown
1995 Gavin Crosisca
1996 Scott Burns
1997 Paul Williams
1998 Scott Crow
1999 Gavin Crosisca
Year Darren Millane Perpetual Memorial Trophy for Best Clubman
2000 Rupert Betheras
2001 Jarrod Molloy
2002 Anthony Rocca
2003 Paul Licuria
2004 Scott Burns
2005 Shane Wakelin
2006 Shane O'Bree
2007 Nick Maxwell
2008 Shane O'Bree
2009 Heritier Lumumba
2010 Nick Maxwell
2011 Leigh Brown
2012 Alan Toovey
2013 Scott Pendlebury
2014 Quinten Lynch
2015 Nathan Brown
2016 Brent Macaffer
2017 Tyson Goldsack
2018 Lynden Dunn
2019 Jeremy Howe
2020 Jeremy Howe
2021 Jordan Roughead
2022 Brayden Maynard
2023 Brayden Maynard
2024 Steele Sidebottom