| Year | Course | A Player | B Player | Combined A&B (old format) |
|---|---|---|---|---|
| 2025 | Applewood | Jon Luciano Hole 3 | Mike Schaefer Hole 16 | |
| 2024 | Applewood | Graig Crawford Hole 3 | Mike Wilson Hole 16 | |
| 2023 | Lake Arbor | Will Naas Hole 5 | Sean Hart Hole 9 | |
| 2022 | Applewood | ? | ? | |
| 2021 | Lake Arbor | Jeff Cooley Hole 9 | DJ Ursetta Hole 16 | |
| 2020 | Applewood | Jeff Cooley Hole 3 | Zach Griebling Hole 10 | |
| 2019 | Applewood | Jarrod Barnard Hole 16 | Alexander Osterle Hole 10 | |
| 2018 | Park Hill | Jon Luciano | Brad Weber | |
| 2017 | Park Hill | Aaron Halpin | Kevin Williams | |
| 2016 | West Woods | Jeff Cooley | David Skul | |
| 2015 | Park Hill | Jeff Cooley | Kevin Petty | |
| 2014 | Willis Case | Aaron Halpin | Tony Castillo | |
| 2013 | Hyland Hills | Mike Fabrizio | Tommy Skul | |
| 2012 | Park Hill | Zach Suer | Matt Suer | |
| 2011 | Lake Arbor | Scott Mahoney | Greg Patterson | |
| 2010 | Indian Tree | Toby Michael | Matt Maydew | |
| 2009 | Applewood | - | - | Brian Pickel |
| 2008 | Applewood | - | - | Menan Bergman |
| 2007 | Applewood | - | - | Joe Brougham |
| 2006 | Park Hill | - | - | Jon Luciano |
| 2005 | Lake Arbor | - | - | Chuck Runge |
| 2004 | Park Hill | - | - | ? |
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