The Bowman Medal is presented to the player voted best as per the club's best and fairest voting on the day of the Presidents Luncheon.
The medal was struck in honour of former player, President and life member, Michael Bowman. An excellent player and brilliant clubman Michael was an inspiration to all who came into contact with him. Michael took over the Presidency of the club during its difficult period during the 1980s. Always with a smile and positive attitude, Michael Bowman was the epitome of local sport with his "lets get the job done and enjoy life to the fullest" attitude.
Michael's term was cut short upon the outset of cancer. He courageously fought and beat the disease but tragically died at the age of 42 following a heart attack.
It has been often said that Michael Bowman packed more life into his forty two years than most pack into a life time. Those who knew him would agree.
The Bowman Medal holds a very special place in the history of Lilydale Football Club.
The Bowman Medal Winners
| YEAR - MEDALLIST |
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| 1989 - Brett Toohey |
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| 1990 - Shane Beckwith |
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| 1991 - Billy Harrop |
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| 1992 - Terry Dean |
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| 1993 - Sean Ellis & Peter Johnson |
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| 1994 - John Alderdice |
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| 1995 - Nathan Bodey |
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| 1996 - Gavin Neville |
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| 1997 - Sean Ellis |
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| 1998 - Sean Ellis |
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| 1999 - Christian Brandt |
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| 2000 - Chris Goodlet |
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| 2001 - Jamie Cruickshank |
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| 2002 - Chris Goodlet |
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| 2003 - Chris Goodlet |
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| 2004 - Sean Toohey |
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| 2005 - Adrian Gawne |
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| 2006 - Peter Beaumont |
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| 2007 - Andrew Seddon |
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| 2008 - Andrew Seddon & Cameron Linford |
| 2009 - Andrew Preston |
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| 2010 - Marcus Hottes |
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| 2011 - Grant Hill |
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| 2012 - Ben Power |
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| 2013 - Dean Carswell and Ben Power |
| 2014 - Marcus Hottes |
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| 2015 - Daniel Baldwin |
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| 2016 - Andy Preston |
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| 2017 - Jayden De Pace |
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| 2018 - Bryce Batty |
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