Who's won each championship the most, across league history. “Titles” is the total; the season shown is the last one they won it.
This season's champions are highlighted.
| # | Player | Titles | Last Won |
|---|---|---|---|
| 1 | Ron Webber | 3 | 2023-2024 |
| 1 | Mark Goldhagen | 3 | 2010-2011 |
| 1 | Sean Casey | 3 | 2006-2007 |
| 4 | Paul Henricks | 2 | 2024-2025 |
| 4 | Dean McGuire | 2 | 2023-2024 |
| 4 | Chuck Scarfone | 2 | 2023-2024 |
| 4 | Brian Snell | 2 | 2023-2024 |
| 4 | Ruth Caswell | 2 | 2021-2022 |
| 4 | Shannon Mackenzie | 2 | 2021-2022 |
| 4 | Larry Vollick | 2 | 2017-2018 |
| 4 | Steve Brintnell | 2 | 2016-2017 |
| 4 | Karen Marcinkowski | 2 | 2014-2015 |
| 4 | Don Harold | 2 | 2008-2009 |
| 4 | Frank VanHullenar | 2 | 2006-2007 |
| 4 | Dave Dean | 2 | 2005-2006 |
| 16 | Greg Hodgins | 1 | 2025-2026 |
| 16 | Tom Hoffman | 1 | 2025-2026 |
| 16 | Rich Humber | 1 | 2025-2026 |
| 16 | Rob Reed | 1 | 2025-2026 |
| 16 | Jamie Skimming | 1 | 2025-2026 |
| 16 | Jamie Keene | 1 | 2024-2025 |
| 16 | Paula Parisi | 1 | 2024-2025 |
| 16 | Connor Pond | 1 | 2024-2025 |
| 16 | Ken Sawchenko | 1 | 2024-2025 |
| 16 | Emma McGuire | 1 | 2023-2024 |
| 16 | Jim Bailey | 1 | 2022-2023 |
| 16 | Ethan Goldberg | 1 | 2022-2023 |
| 16 | Lorne Koekkoek | 1 | 2022-2023 |
| 16 | Tim Overholt | 1 | 2022-2023 |
| 16 | Ken Pickthall | 1 | 2022-2023 |
| 16 | Karen Burridge | 1 | 2021-2022 |
| 16 | Paul Peacock | 1 | 2021-2022 |
| 16 | Candy Rutherford | 1 | 2021-2022 |
| 16 | Dave Barclay | 1 | 2017-2018 |
| 16 | Betty Birrell | 1 | 2017-2018 |
| 16 | Deanna Johnson | 1 | 2017-2018 |
| 16 | Steve McIntosh | 1 | 2017-2018 |
| 16 | Howard Harkness | 1 | 2016-2017 |
| 16 | Eric Just | 1 | 2016-2017 |
| 16 | Jamie Furtado | 1 | 2015-2016 |
| 16 | Sue Jackson | 1 | 2015-2016 |
| 16 | Clive Sedgwick | 1 | 2015-2016 |
| 16 | Sue Sedgwick | 1 | 2015-2016 |
| 16 | Dan Cole | 1 | 2014-2015 |
| 16 | Steve Lyons | 1 | 2014-2015 |
| 16 | George Styles | 1 | 2014-2015 |
| 16 | Bryan Freve | 1 | 2013-2014 |
| 16 | Matt McGuire | 1 | 2013-2014 |
| 16 | Ryan Proc | 1 | 2013-2014 |
| 16 | Alex Simonits | 1 | 2013-2014 |
| 16 | David Blascik | 1 | 2012-2013 |
| 16 | Ken Goll | 1 | 2012-2013 |
| 16 | Joe Growse | 1 | 2012-2013 |
| 16 | Meredith Davis | 1 | 2011-2012 |
| 16 | Danielle Hudson | 1 | 2011-2012 |
| 16 | Emily Lloyd | 1 | 2011-2012 |
| 16 | Maggie Macintosh | 1 | 2011-2012 |
| 16 | Kevin Mayer | 1 | 2010-2011 |
| 16 | Bill Stevenson | 1 | 2010-2011 |
| 16 | Chuck Tomlinson | 1 | 2010-2011 |
| 16 | Karen Burrows | 1 | 2009-2010 |
| 16 | John Klein | 1 | 2009-2010 |
| 16 | Brian Nelson | 1 | 2009-2010 |
| 16 | Noel Spratt | 1 | 2008-2009 |
| 16 | Frank Stoneman | 1 | 2008-2009 |
| 16 | Carl Lenarduzzi | 1 | 2007-2008 |
| 16 | Dave McDowell | 1 | 2007-2008 |
| 16 | John McKnight | 1 | 2007-2008 |
| 16 | Stan Shiraishi | 1 | 2007-2008 |
| 16 | Debbie Waugh | 1 | 2007-2008 |
| 16 | David Woodley | 1 | 2005-2006 |
| 16 | Alex Casey | 1 | 2004-2005 |
| 16 | Marlyn Gardiner-Dean | 1 | 2004-2005 |
| 16 | Connie McKnight | 1 | 2004-2005 |
| 16 | Wendy Moore-Spors | 1 | 2004-2005 |
| 16 | Liz Whetham | 1 | 2004-2005 |
| 16 | Derek Blonski | 1 | 2003-2004 |
| 16 | Mallory Buist | 1 | 2003-2004 |
| 16 | Steve Buist | 1 | 2003-2004 |
| 16 | Adam Irvine | 1 | 2003-2004 |
| 16 | Gary Moore | 1 | 2002-2003 |
| 16 | Don Richardson | 1 | 2002-2003 |
| 16 | Sheila Wilson | 1 | 2002-2003 |
| 16 | Dawn Bernard | 1 | 2001-2002 |
| 16 | Rita Bishop | 1 | 2001-2002 |
| 16 | Linda Blonski | 1 | 2001-2002 |
| 16 | Judi Emerson | 1 | 2001-2002 |
| 16 | George Barclay | 1 | 2000-2001 |
| 16 | Ross Crocker | 1 | 2000-2001 |
| 16 | Vince Farkas | 1 | 2000-2001 |
| 16 | John Lowrey | 1 | 2000-2001 |
| 16 | Richard Scarfe | 1 | 2000-2001 |
| 16 | Amanda Kulokas | 1 | 1999-2000 |
| 16 | Daryl Prebble | 1 | 1999-2000 |
| 16 | Katrina Sale | 1 | 1999-2000 |
| 16 | Stacey Smith | 1 | 1999-2000 |
| 16 | Bob Neale | 1 | 1998-1999 |
| 16 | Brian Olson | 1 | 1998-1999 |
| 16 | Harry VanBoxmeer | 1 | 1998-1999 |
| 16 | Ron Collingwood | 1 | 1997-1998 |
| 16 | Dave Swiston | 1 | 1997-1998 |