Wins  | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 9 | |  Trevor Aadland (F) | - | | - |
| 7 | | Tanner Tetrault (F) | - | | - |
| 7 | | Jordi Thomas (F) | 1994 | Shaunavon, SK, CAN | - |
| 5 | | Logan Aasman (F) | 1995 | Medicine Hat, AB, CAN | - |
| 5 | | Kevin Hardin (F) | - | | - |
| 5 | | Kyle Hardin (D) | - | | - |
| 5 | | Quinton Cairns (F) | 1983 | Shaunavon, SK, CAN | - |
| 5 | | Jamie Poppy (G) | - | | - |
| 5 | | Chris Kirwan (F) | 1974 | Gull Lake, SK, CAN | - |
| 5 | | Tyson Migneault (D) | 1985 | Gull Lake, SK, CAN | - |
| 4 | | Kirk Amon (F) | - | | - |
| 4 | | Dylan Bredahl (F) | 1995 | Medicine Hat, AB, CAN | - |
| 4 | | Greg Coburn (D) | 1988 | Saskatoon, SK, CAN | - |
| 4 | | Mac Oberle (D) | - | | - |
| 4 | | Cody Schlosser (G) | 1995 | Medicine Hat, AB, CAN | - |
| 4 | | Cody Tetrault (F) | - | | - |
| 4 | | Russel Monette (G) | 1986 | Neville, SK, CAN | - |
| 4 | | Maverick Holmes (F) | 1987 | Gull Lake, SK, CAN | - |
| 4 | | Matt Jones (F) | - | SK, CAN | - |
| 4 | | Tyler Sells (D) | - | | - |
| 4 | | Levi Armstrong (F) | - | | - |
| 4 | | Dustin Hunter (F) | 1982 | Shaunavon, SK, CAN | - |
| 4 | | J.J. Hunter (F) | 1980 | Swift Current, SK, CAN | - |
| 4 | | Luke Hunter (F) | 1985 | Shaunavon, SK, CAN | - |
| 4 | | Blair Simpson (D) | 1980 | Melville, SK, CAN | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | | Chase Coward (G) | 2003 | Swift Current, SK, CAN | - |
| 24-25 | | Justin Olansky (G) | 1992 | High Prairie, AB, CAN | - |
| 24-25 | | Cole Bennett (D) | 1994 | Maple Creek, SK, CAN | - |
| 24-25 | | Levi Bowyer (D) | - | | - |
| 24-25 | | Kyler Hawley (D) | - | | - |
| 24-25 | | Rylan McKinnon (D) | 1991 | Maple Creek, SK, CAN | - |
| 24-25 | | Marc McNulty (D) | 1995 | Medicine Hat, AB, CAN | Detroit Red Wings (2013) |
| 24-25 | | Wyatt Riendeau (D) | 1998 | Boharm, SK, CAN | - |
| 24-25 | | Garett Stokke (D) | 1986 | Consul, SK, CAN | - |
| 24-25 | | Dayton Reinboldt (F) | 1993 | Fox Valley, SK, CAN | - |
| 24-25 | | Ryatt Bayne (F) | 1998 | Maple Creek, SK, CAN | - |
| 24-25 | | Derek Behrman (F) | 1985 | Consul, SK, CAN | - |
| 24-25 | | Houston Doig (F) | - | | - |
| 24-25 | | Jordan Forsythe (F) | 1985 | Maple Creek, SK, CAN | - |
| 24-25 | | Braden Houle (F) | 2003 | | - |
| 24-25 | | Chase Johnson (F) | - | | - |
| 24-25 | | Brendan Kohls (F) | - | | - |
| 24-25 | | Levi Lamotte (F) | 2002 | Cadillac, SK, CAN | - |
| 24-25 | | Cody Lane (F) | - | | - |
| 24-25 | | Jared Parsonage (F) | - | | - |
| 24-25 | | Ty Reisdorf (F) | 1995 | Maple Creek, SK, CAN | - |
| 24-25 | | Brady Resch (F) | - | | - |
| 24-25 | | Tyler Sadler (F) | 1989 | | - |
| 24-25 | | Blake Sanderson (F) | 1992 | Consul, SK, CAN | - |
| 24-25 | | Lane Sanderson (F) | 1991 | Consul, SK, CAN | - |
| 24-25 | | Kahl Wasilow (F) | - | | - |
| 24-25 | | Wacey Watson (F) | 2003 | Maple Creek, SK, CAN | - |
| 24-25 | | Logan Aasman (F) | 1995 | Medicine Hat, AB, CAN | - |
| 24-25 | | Cody Florkowski (F) | 1993 | Medicine Hat, AB, CAN | - |
| 23-24 | | Matthew Knight (G) | - | | - |
| 23-24 | | Justin Olansky (G) | 1992 | High Prairie, AB, CAN | - |
| 23-24 | | Cole Bennett (D) | 1994 | Maple Creek, SK, CAN | - |
| 23-24 | | Brady Bertram (D) | 1988 | Maple Creek, SK, CAN | - |
| 23-24 | | Levi Bowyer (D) | - | | - |
| 23-24 | | Kyler Hawley (D) | - | | - |
| 23-24 | | Jesse Lamotte (D) | 1999 | Cadillac, SK, CAN | - |
| 23-24 | | Marc McNulty (D) | 1995 | Medicine Hat, AB, CAN | Detroit Red Wings (2013) |
| 23-24 | | Wyatt Riendeau (D) | 1998 | Boharm, SK, CAN | - |
| 23-24 | | Cameron Schwab (D) | 2006 | Maple Creek, SK, CAN | - |
| 23-24 | | Dayton Reinboldt (F) | 1993 | Fox Valley, SK, CAN | - |
| 23-24 | | Ryatt Bayne (F) | 1998 | Maple Creek, SK, CAN | - |
| 23-24 | | Derek Behrman (F) | 1985 | Consul, SK, CAN | - |
| 23-24 | | Houston Doig (F) | - | | - |
| 23-24 | | Chance Eiserman (F) | - | | - |
| 23-24 | | Cooper Hilworth (F) | 2001 | Jasper, AB, CAN | - |
| 23-24 | | Brendan Kohls (F) | - | | - |
| 23-24 | | Levi Lamotte (F) | 2002 | Cadillac, SK, CAN | - |
| 23-24 | | Cody Lane (F) | - | | - |
| 23-24 | | Myles Mosquito (F) | - | | - |
| 23-24 | | Ty Reisdorf (F) | 1995 | Maple Creek, SK, CAN | - |
| 23-24 | | Brady Resch (F) | - | | - |
| 23-24 | | Tyler Sadler (F) | 1989 | | - |
| 23-24 | | Blake Sanderson (F) | 1992 | Consul, SK, CAN | - |
| 23-24 | | Lane Sanderson (F) | 1991 | Consul, SK, CAN | - |
| 23-24 | | Denyn Smith (F) | 2004 | Maple Creek, SK, CAN | - |
| 23-24 | | Wacey Watson (F) | 2003 | Maple Creek, SK, CAN | - |
| 23-24 | | Cody Florkowski (F) | 1993 | Medicine Hat, AB, CAN | - |
| 22-23 | | Joey Bouvier (G) | - | | - |
| 22-23 | | Jeremy Brumwell (G) | 1999 | | - |
| 22-23 | | Brad Nyen (G) | 2001 | Gull Lake, SK, CAN | - |
| 22-23 | | Shayne Bissonette (D) | 1998 | | - |
| 22-23 | | Carter Heffley (D) | - | SK, CAN | - |
| 22-23 | | Carter Johnston (D) | - | Roblin, MB, CAN | - |
| 22-23 | | Ayden Lemarre (D) | 2004 | Gull Lake, SK, CAN | - |
| 22-23 | | Tyson Migneault (D) | 1985 | Gull Lake, SK, CAN | - |
| 22-23 | | Cayden Price (D) | 1999 | Swift Current, SK, CAN | - |
| 22-23 | | Cody Spagrud (D) | 1998 | Gull Lake, SK, CAN | - |
| 22-23 | | Dustin Stevenson (D) | 1989 | Gull Lake, SK, CAN | - |
| 22-23 | | Jayden Roosen (F) | 1994 | Swift Current, SK, CAN | - |
| 22-23 | | Levi Armstrong (F) | - | | - |
| 22-23 | | Clay Cooke (F) | 1990 | Gull Lake, SK, CAN | - |
| 22-23 | | Dawson Girard (F) | - | | - |
| 22-23 | | Ryland Hornung (F) | 2001 | Swift Current, SK, CAN | - |
| 22-23 | | Aaron Logan (F) | - | SK, CAN | - |
| 22-23 | | Tyler Logan (F) | 1995 | Gull Lake, SK, CAN | - |
| 22-23 | | Quinn Patenaude (F) | 2001 | Swift Current, SK, CAN | - |
| 22-23 | | Dayne Stenson (F) | 1999 | | - |
| 22-23 | | Zac Sumner (F) | 2003 | Tompkins, SK, CAN | - |
| 22-23 | | Jeremy Wilson (F) | - | | - |
| 22-23 | | Hayden Johnston (F) | 1994 | Swift Current, SK, CAN | - |
| 22-23 | | Kirk Paul (F) | 1985 | Swift Current, SK, CAN | - |
| 22-23 | | Justin Spagrud (F) | 1995 | Gull Lake, SK, CAN | - |
| 22-23 | | Cole Keenleyside (F) | 1998 | Hazlet, SK, CAN | - |
| 21-22 | | Joel Rumpel (G) | 1991 | Swift Current, SK, CAN | - |
| 21-22 | | Jacob Tuplin (G) | - | | - |
| 21-22 | | Jason Gerlach (D) | 1988 | Swift Current, SK, CAN | - |
| 21-22 | | Dallyn Jamieson (D) | - | | - |
| 21-22 | | MacKenzie Johnston (D) | 1993 | Swift Current, SK, CAN | - |
| 21-22 | | Nathan Schmaltz (D) | 1998 | | - |
| 21-22 | | Spencer Sommerville (D) | - | | - |
| 21-22 | | Ryan Svenson (D) | 1994 | Swift Current, SK, CAN | - |
| 21-22 | | Mitchell Braaten (F) | 2002 | | - |
| 21-22 | | Adam Cunningham (F) | 2000 | Leader, SK, CAN | - |
| 21-22 | | Carson Hadden (F) | - | | - |
| 21-22 | | George Hudec (F) | 1995 | | - |
| 21-22 | | Connor Kennedy (F) | 1996 | Cabri, SK, CAN | - |
| 21-22 | | Swayde Niedermayer (F) | 1993 | Cabri, SK, CAN | - |
| 21-22 | | Tyrell Olfert (F) | 1994 | | - |
| 21-22 | | Cade Reich (F) | - | Swift Current, SK, CAN | - |
| 21-22 | | Quinton Somerville (F) | 1999 | | - |
