| Wins | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 3 | |  Scott Geddes (D) | 1993 | Kirkcaldy, GBR | - |
| 3 | | Billy Baxter (D) | 1985 | Dundee, GBR | - |
| 3 | | John Dolan (F) | 1981 | Dundee, GBR | - |
| 3 | |  Cameron McGiffin (D) | 1996 | Bath, GBR | - |
| 3 | | Drew Rumgay (D) | 2001 | Dundee, GBR | - |
| 3 | | Charlie Scott (D) | 2001 | | - |
| 2 | | Sean Beattie (F) | 1994 | Kirkcaldy, GBR | - |
| 2 | | Ben Brown (F) | 2004 | Dundee, GBR | - |
| 2 | | Darren Doe (D) | - | | - |
| 2 | |  Joel Gautschi (F) | 1990 | | - |
| 2 | | Liam Griffin (G) | 2004 | | - |
| 2 | | Josh Hamilton (D) | 2003 | | - |
| 2 | | Archie Holmes (F) | 2003 | Longniddry, GBR | - |
| 2 | | Michael Ireland (F) | 1996 | Edinburgh, GBR | - |
| 2 | | Lewis McIntosh (F) | 1992 | Dundee, GBR | - |
| 2 | | Lewis Neave (F) | 2006 | | - |
| 2 | |  Toni Tammi (G) | 1991 | Vantaa, FIN | - |
| 2 | | Billy Hogg (F) | 1991 | Dundee, GBR | - |
| 2 | | Sam McCluskey (D) | 1990 | Dundee, GBR | - |
| 2 | | Daniel Topping (D) | 1992 | Letham, GBR | - |
| 2 | | Jamie Whitelaw (D) | 1992 | | - |
| 1 | | Macauley Armstrong (F) | 2000 | | - |
| 1 | |  Josef Babicka (F) | 2004 | Kolin, CZE | - |
| 1 | | Sean Dyer (F) | 1995 | | - |
| 1 | | Ben Edmonds (F) | 1998 | Dundee, GBR | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | | Aaron Forsyth (G) | 2002 | Wishaw, GBR | - |
| 24-25 | | Dominick Jaglar (G) | 2006 | Dundee, GBR | - |
| 24-25 | | Rory Wood (G) | 2006 | Forres, GBR | - |
| 24-25 | | Jamie Edmonds (D) | 2004 | | - |
| 24-25 | | Calum MacEachran (D) | 1984 | Aberdeen, GBR | - |
| 24-25 | | Toby Reynolds (D) | 2001 | | - |
| 24-25 | | Callum Smith (D) | 1992 | Aberdeen, GBR | - |
| 24-25 | | Daniel Topping (D) | 1992 | Letham, GBR | - |
| 24-25 | | Jamie Whitelaw (D) | 1992 | | - |
| 24-25 | | Jack Flynn (D) | 1996 | Camberley, GBR | - |
| 24-25 | | Ben Edmonds (F) | 1998 | Dundee, GBR | - |
| 24-25 | | Macauley Armstrong (F) | 2000 | | - |
| 24-25 | | Josef Babicka (F) | 2004 | Kolin, CZE | - |
| 24-25 | | Sean Dyer (F) | 1995 | | - |
| 24-25 | | Logan Gordon (F) | 2008 | | - |
| 24-25 | | Jack Hutton (F) | 2004 | | - |
| 24-25 | | Mark Laing (F) | 1985 | | - |
| 24-25 | | Jordan Leyden (F) | 1991 | Glasgow, GBR | - |
| 24-25 | | Iain Malcolm (F) | 1991 | Dundee, GBR | - |
| 24-25 | | Ross McIntosh (F) | 1991 | Dundee, GBR | - |
| 24-25 | | Rowan Mills (F) | 2006 | | - |
| 24-25 | | Alexander Newman (F) | 1992 | | - |
| 24-25 | | Joshua Purvis (F) | 1997 | Amble, GBR | - |
| 24-25 | | Aaron Thomson (F) | 1997 | Dundee, GBR | - |
| 24-25 | | Zac Thomson (F) | 2009 | Aberdeen, GBR | - |
| 24-25 | |  Brant Saretsky (F) | 1996 | Wainwright, AB, CAN | - |
| 24-25 | | Kyle Ferguson (F) | 2002 | Elgin, GBR | - |
| 23-24 | | Craig Chalmers (G) | 1994 | Kirkcaldy, GBR | - |
| 23-24 | | Ciaran Hoggan (G) | 1997 | | - |
| 23-24 | | Ben Coughtrie (D) | 2000 | Irvine, GBR | - |
| 23-24 | | Scott Geddes (D) | 1993 | Kirkcaldy, GBR | - |
| 23-24 | | James Isaacs (D) | 1989 | Victoria, BC, CAN | - |
| 23-24 | | Aiden Paterson (D) | 2004 | Airdrie, GBR | - |
| 23-24 | | Josh Quinn (D) | 1993 | | - |
| 23-24 | | Kian Shevlin (D) | 2006 | Kirkcaldy, GBR | - |
| 23-24 | | Rhys Stenhouse (D) | 2004 | Edinburgh, GBR | - |
| 23-24 | | Dean Walker (D) | 1997 | | - |
| 23-24 | | Jack Wright (D) | 1999 | Penrith, GBR | - |
| 23-24 | | Sean Cochrane (F) | 1996 | Kirkcaldy, GBR | - |
| 23-24 | | Joel Gautschi (F) | 1990 | | - |
| 23-24 | |  Alexander Wardlaw (F) | 2000 | Sydney, AUS | - |
| 23-24 | | Ross Dalgleish (F) | 1987 | Edinburgh, GBR | - |
| 23-24 | | Joe Lynch (F) | 2006 | Kirkcaldy, GBR | - |
| 23-24 | | Aaron Robertson (F) | 1998 | Kirkcaldy, GBR | - |
| 23-24 | | Cameron Gallagher (F) | 2004 | Livingston, GBR | - |
| 23-24 | | Andrew Craik (F) | 2003 | Dumfries, GBR | - |
| 23-24 | | Ruairi Lockerbie (F) | 2000 | Dumfries, GBR | - |
| 23-24 | | Tymoteusz Szewczyk (F) | 2006 | Edinburgh, GBR | - |
| 23-24 | | Ross Borwick (F) | 2000 | | - |
| 23-24 | | Chad Smith (F) | 1999 | Kirkcaldy, GBR | - |
| 23-24 | | Ian Blake (F) | 1985 | Leyland, GBR | - |
| 23-24 | | Archie Holmes (F) | 2003 | Longniddry, GBR | - |
| 22-23 | | Liam Griffin (G) | 2004 | | - |
| 22-23 | | Leo Hendry (G) | 2004 | | - |
| 22-23 | | Mark McGill (G) | 1991 | Broxburn, GBR | - |
| 22-23 | | Cameron Paton (G) | 2002 | Kirkcaldy, GBR | - |
| 22-23 | | Toni Tammi (G) | 1991 | Vantaa, FIN | - |
| 22-23 | | Scott Geddes (D) | 1993 | Kirkcaldy, GBR | - |
| 22-23 | | Josh Hamilton (D) | 2003 | | - |
| 22-23 | | Sam McCluskey (D) | 1990 | Dundee, GBR | - |
| 22-23 | | Cameron McGiffin (D) | 1996 | Bath, GBR | - |
| 22-23 | | Ross Paul (D) | 1993 | | - |
| 22-23 | | Drew Rumgay (D) | 2001 | Dundee, GBR | - |
| 22-23 | | Charlie Scott (D) | 2001 | | - |
| 22-23 | |  Nojus Venskutonis (D) | 2006 | Elektrenai, LTU | - |
| 22-23 | | Billy Baxter (D) | 1985 | Dundee, GBR | - |
| 22-23 | | Darren Doe (D) | - | | - |
| 22-23 | |  Stephen Eccles (F) | 1997 | Belfast, GBR | - |
| 22-23 | | Lewis McIntosh (F) | 1992 | Dundee, GBR | - |
| 22-23 | | John Dolan (F) | 1981 | Dundee, GBR | - |
| 22-23 | |  Richard Hartmann (F) | 2006 | | - |
| 22-23 | | Richard Hartmann (F) | 1975 | Skalica, SVK | - |
| 22-23 | | Billy Hogg (F) | 1991 | Dundee, GBR | - |
| 22-23 | | Callum McRae (F) | 2004 | Calgary, AB, CAN | - |
| 22-23 | | Lewis Neave (F) | 2006 | | - |
| 22-23 | | Lewis Stewart (F) | 2007 | | - |
| 22-23 | | Ben Brown (F) | 2004 | Dundee, GBR | - |
| 22-23 | | Sean Beattie (F) | 1994 | Kirkcaldy, GBR | - |
| 22-23 | | Michael Ireland (F) | 1996 | Edinburgh, GBR | - |
| 22-23 | |  Adam Robinson (F) | 1996 | Belfast, GBR | - |
| 22-23 | | Iain Bowie (F) | 1990 | Kirkcaldy, GBR | - |
| 21-22 | | Liam Griffin (G) | 2004 | | - |
| 21-22 | | Craig Holland (G) | 1993 | Buckhaven, GBR | - |
| 21-22 | | Toni Tammi (G) | 1991 | Vantaa, FIN | - |
| 21-22 | | Scott Geddes (D) | 1993 | Kirkcaldy, GBR | - |
| 21-22 | | Josh Hamilton (D) | 2003 | | - |
| 21-22 | | Cameron McGiffin (D) | 1996 | Bath, GBR | - |
| 21-22 | | Drew Rumgay (D) | 2001 | Dundee, GBR | - |
| 21-22 | | Charlie Scott (D) | 2001 | | - |
| 21-22 | | Ryan Thomson (D) | 1995 | | - |
| 21-22 | | Billy Baxter (D) | 1985 | Dundee, GBR | - |
| 21-22 | | Darren Doe (D) | - | | - |
| 21-22 | | Joel Gautschi (F) | 1990 | | - |
| 21-22 | | Jonathan McBean (F) | 2003 | Dundee, GBR | - |
| 21-22 | | Lewis McIntosh (F) | 1992 | Dundee, GBR | - |
| 21-22 | | John Dolan (F) | 1981 | Dundee, GBR | - |
| 21-22 | | Lewis Neave (F) | 2006 | | - |
| 21-22 | | Garry Simpson (F) | 2000 | Kirkcaldy, GBR | - |
| 21-22 | | Ben Brown (F) | 2004 | Dundee, GBR | - |
| 21-22 | | Sean Beattie (F) | 1994 | Kirkcaldy, GBR | - |
| Wins | | Award Winner | Born | Birthplace |
|---|
| 3 | | Rab Brown | 1963 | Dundee, GBR |
| 2 | | Richard Hartmann | 1975 | Skalica, SVK |
| 1 | | Barry Carnegie | 1980 | Dundee, GBR |
| 1 | | Jordan Leyden | 1991 | Glasgow, GBR |
| 1 | | Fraser MacEachran | 1981 | Dumbarton, GBR |
| 1 | | Owen Reynolds | 1978 | Aberdeen, GBR |
| 1 | | Nick Bussi | - | |
| 1 | | Steven Lynch | 1976 | Kirkcaldy, GBR |
| 1 | | Jim Paterson | - | |
| 1 | | Rob Smith | - | |
| 1 | | Rowan Armstrong | - | |
| 1 | | Ian Turley | 1986 | |
| 1 | | Ian Turley, Sr. | - | |
| 1 | | Adam Walker | 1986 | Kirkcaldy, GBR |
| 1 | | John Dolan | 1981 | Dundee, GBR |
| 1 | | Craig Evans | - | |
| 1 | | John Gordon | 1969 | |
| 1 | | Steven Wishart | 1979 | Kirkcaldy, GBR |
| S | | Award Winner | Born | Birthplace |
|---|
| 24-25 | | Barry Carnegie | 1980 | Dundee, GBR |
| 24-25 | | Jordan Leyden | 1991 | Glasgow, GBR |
| 24-25 | | Fraser MacEachran | 1981 | Dumbarton, GBR |
| 24-25 | | Owen Reynolds | 1978 | Aberdeen, GBR |
| 23-24 | | Nick Bussi | - | |
| 23-24 | | Steven Lynch | 1976 | Kirkcaldy, GBR |
| 23-24 | | Jim Paterson | - | |
| 23-24 | | Rob Smith | - | |
| 22-23 | | Rab Brown | 1963 | Dundee, GBR |
| 22-23 | | Richard Hartmann | 1975 | Skalica, SVK |
| 21-22 | | Rab Brown | 1963 | Dundee, GBR |
| 21-22 | | Richard Hartmann | 1975 | Skalica, SVK |
| 18-19 | | Rowan Armstrong | - | |
| 18-19 | | Ian Turley | 1986 | |
| 18-19 | | Ian Turley, Sr. | - | |
| 18-19 | | Adam Walker | 1986 | Kirkcaldy, GBR |
| 17-18 | | Rab Brown | 1963 | Dundee, GBR |
| 17-18 | | John Dolan | 1981 | Dundee, GBR |
| 17-18 | | Craig Evans | - | |
| 17-18 | | John Gordon | 1969 | |
| 14-15 | | Steven Wishart | 1979 | Kirkcaldy, GBR |