Old Warson Cup and Taylor Cup Champions
| Event | Year | Champion | Home Club | Runner-Up | Home Club | Site | Score |
|---|---|---|---|---|---|---|---|
| Taylor Cup | 1996 | Don Bliss | CC of St. Albans | Derre Owsley | N/A | Boone Valley GC | 1up |
| 1997 | Jim Holtgrieve | Westborough CC | Scott Thomas | Norwood Hills CC | 3&2 | ||
| 1998 | Jim Holtgrieve | Westborough CC | Don Bliss | CC of St. Albans | 1up | ||
| 1999 | Tim Riley | St. Clair CC | Roger Null | Boone Valley GC | 1up | ||
| 2000 | Don Bliss | CC of St. Albans | Brian Kennedy | Norwood Hills CC | 19 Holes | ||
| 2001 | Skip Berkmeyer | Norwood Hills CC | Don Bliss | CC of St. Albans | 2&1 | ||
| 2002 | Skip Berkmeyer | Norwood Hills CC | David Estes | Norwood Hills CC | 21 Holes | ||
| The Old Warson Cup | 2003 | David Estes | Norwood Hills CC | Andy Frost | Bellerive CC | Old Warson CC | 3&2 |
| 2004 | Don Bliss | Norwood Hills CC | Skip Berkmeyer | Norwood Hills CC | 2&1 | ||
| 2005 | Shawn Jasper | Boone Valley GC | Don Bliss | Norwood Hills CC | 1up | ||
| 2006 | John Kelly | Norwood Hills CC | Chris Naegel | Meadowbrook CC | 1up | ||
| 2007 | Skip Berkmeyer | Norwood Hills CC | Justin Bardgett | Meadowbrook CC | 21 Holes | ||
| 2008 | Skip Berkmeyer | Norwood Hills CC | Brian Kennedy | Persimmon Woods GC | 4&2 | ||
| 2009 | Skip Berkmeyer | Norwood Hills CC | Tom Barry | Normandie GC | 5&4 | ||
| 2010 | Scott Langley | Pevely Farms GC | Skip Berkmeyer | Gateway National GL | 1up | ||
| 2011 | Justin Bryant | Bellerive CC | Skip Berkmeyer | Gateway National GL | 3&2 | ||
| 2012 | Justin Bryant | Bellerive CC | Skip Berkmeyer | Aberdeen GC | 5&3 | ||
| 2013 | Garrett Sneed | CC of St. Albans | Thomas Wuennenberg | Tapawingo National GC | 5&4 | ||
| 2014 | Phil Caravia | Norwood Hills CC | Alex Cusumano | Metropolitan GC | 19 Holes | ||
| 2015 | Cy Moritz | Sullivan CC | Skip Berkmeyer | The Legends CC | 2&1 | ||
| 2016 | Sam Migdal | Aberdeen GC | Skip Berkmeyer | The Legends CC | 1up | ||
| 2017 | Sam Migdal | Norwood Hills CC | Skip Berkmeyer | The Legends CC | 4&2 | ||
| 2018 | Drew Pranger | Glen Echo CC | Alex Ciaramitaro | Missouri Bluffs GC | 5&3 | ||
| 2019 | Crimson Callahan | Metropolitan eClub | Drew Pranger | Glen Echo CC | 19 holes | ||
| 2021 | Sam Migdal | Norwood Hills CC | Jason Landry | Greenbriar Hills CC | 1up | ||
| 2022 | Alex Locke | Metropolitan eClub | Jason Landry | Greenbriar Hills CC | 6&4 | ||
| 2023 | Max Kreikemeier | Forest Hills CC | Justin Bryant | St. Louis CC | 2&1 |