| Wins | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 2 | |  Lewis Blyth (F) | 2010 | | - |
| 2 | | Harris Cameron (F) | 2012 | | - |
| 2 | | Aaron Guild (G) | 2011 | | - |
| 2 | | Adam Malcomson (D) | 2010 | Kirkcaldy, GBR | - |
| 2 | | Ross McEwan (F) | 2010 | Kirkcaldy, GBR | - |
| 2 | | Aiden Nicholson (F) | 2011 | | - |
| 2 | | Murray Whyte (F) | 2010 | Kirkcaldy, GBR | - |
| 2 | | Harry Hudson (F) | 2011 | Edinburgh, GBR | - |
| 2 | | Charlie McLean (F) | 2012 | | - |
| 2 | | Malcolm McPhee (D) | - | | - |
| 2 | | Barri O'Hare (D) | 2010 | | - |
| 2 | | Jackson O'Neil (D) | 2011 | Kirkcaldy, GBR | - |
| 2 | | Samuel Robertson (D) | 2010 | Kirkcaldy, GBR | - |
| 1 | | Harry Affleck (D) | 2012 | | - |
| 1 | | Rai Dhillon (F) | 2010 | | - |
| 1 | | Lyle Harper (D) | 2012 | | - |
| 1 | | Matthew McGroarty (G) | 2013 | | - |
| 1 | | Lucas Purves (F) | 2013 | | - |
| 1 | | Jenson Reid (G) | 2013 | | - |
| 1 | | Nikita Tuzov (F) | 2011 | Aberdeen, GBR | - |
| 1 | | Caleb Walker (F) | 2010 | Dundee, GBR | - |
| 1 | | Caiden Forbes (F) | 2009 | Kirkcaldy, GBR | - |
| 1 | | Cole Giannandrea (D) | 2009 | Perth, GBR | - |
| 1 | | Ryan McGroarty (D) | 2010 | Kirkcaldy, GBR | - |
| 1 | | Callum McLaren (F) | 2009 | Kirkcaldy, GBR | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 25-26 | | Aaron Guild (G) | 2011 | | - |
| 25-26 | | Matthew McGroarty (G) | 2013 | | - |
| 25-26 | | Jenson Reid (G) | 2013 | | - |
| 25-26 | | Harry Affleck (D) | 2012 | | - |
| 25-26 | | Lyle Harper (D) | 2012 | | - |
| 25-26 | | Adam Malcomson (D) | 2010 | Kirkcaldy, GBR | - |
| 25-26 | | Malcolm McPhee (D) | - | | - |
| 25-26 | | Barri O'Hare (D) | 2010 | | - |
| 25-26 | | Samuel Robertson (D) | 2010 | Kirkcaldy, GBR | - |
| 25-26 | | Jackson O'Neil (D) | 2011 | Kirkcaldy, GBR | - |
| 25-26 | | Ross McEwan (F) | 2010 | Kirkcaldy, GBR | - |
| 25-26 | | Murray Whyte (F) | 2010 | Kirkcaldy, GBR | - |
| 25-26 | | Harris Cameron (F) | 2012 | | - |
| 25-26 | | Rai Dhillon (F) | 2010 | | - |
| 25-26 | | Aiden Nicholson (F) | 2011 | | - |
| 25-26 | | Lucas Purves (F) | 2013 | | - |
| 25-26 | | Nikita Tuzov (F) | 2011 | Aberdeen, GBR | - |
| 25-26 | | Caleb Walker (F) | 2010 | Dundee, GBR | - |
| 25-26 | | Charlie McLean (F) | 2012 | | - |
| 25-26 | | Harry Hudson (F) | 2011 | Edinburgh, GBR | - |
| 25-26 | | Lewis Blyth (F) | 2010 | | - |
| 24-25 | | Aaron Guild (G) | 2011 | | - |
| 24-25 | | Cole Giannandrea (D) | 2009 | Perth, GBR | - |
| 24-25 | | Adam Malcomson (D) | 2010 | Kirkcaldy, GBR | - |
| 24-25 | | Ryan McGroarty (D) | 2010 | Kirkcaldy, GBR | - |
| 24-25 | | Malcolm McPhee (D) | - | | - |
| 24-25 | | Barri O'Hare (D) | 2010 | | - |
| 24-25 | | Samuel Robertson (D) | 2010 | Kirkcaldy, GBR | - |
| 24-25 | | Ben Spears (D) | 2011 | | - |
| 24-25 | | Cole Wallace (D) | 2010 | Kirkcaldy, GBR | - |
| 24-25 | | Jackson O'Neil (D) | 2011 | Kirkcaldy, GBR | - |
| 24-25 | | Callum McLaren (F) | 2009 | Kirkcaldy, GBR | - |
| 24-25 | | Ryan Venters (F) | 2011 | Kirkcaldy, GBR | - |
| 24-25 | | Ross McEwan (F) | 2010 | Kirkcaldy, GBR | - |
| 24-25 | | Murray Whyte (F) | 2010 | Kirkcaldy, GBR | - |
| 24-25 | | Harris Cameron (F) | 2012 | | - |
| 24-25 | | Artur Miezitis (F) | - | | - |
| 24-25 | | Aiden Nicholson (F) | 2011 | | - |
| 24-25 | | Charlie McLean (F) | 2012 | | - |
| 24-25 | | Caiden Forbes (F) | 2009 | Kirkcaldy, GBR | - |
| 24-25 | | Harry Hudson (F) | 2011 | Edinburgh, GBR | - |
| 24-25 | | Lewis Blyth (F) | 2010 | | - |