Who's won each championship the most, across league history. “Titles” is the total; the season shown is the last one they won it.
Shows players with 2+ titles (or the top 15, whichever is longer), plus this season's champions.
| # | Player | Titles | Last Won |
|---|---|---|---|
| 1 | Ron Webber | 3 | 2023-2024 |
| 2 | Mark Goldhagen | 3 | 2010-2011 |
| 3 | Sean Casey | 3 | 2006-2007 |
| 4 | Paul Henricks | 2 | 2024-2025 |
| 5 | Dean McGuire | 2 | 2023-2024 |
| 6 | Chuck Scarfone | 2 | 2023-2024 |
| 7 | Brian Snell | 2 | 2023-2024 |
| 8 | Ruth Caswell | 2 | 2021-2022 |
| 9 | Shannon Mackenzie | 2 | 2021-2022 |
| 10 | Larry Vollick | 2 | 2017-2018 |
| 11 | Steve Brintnell | 2 | 2016-2017 |
| 12 | Karen Marcinkowski | 2 | 2014-2015 |
| 13 | Don Harold | 2 | 2008-2009 |
| 14 | Frank VanHullenar | 2 | 2006-2007 |
| 15 | Dave Dean | 2 | 2005-2006 |