Past Winners of the College Bowl Pool Challenge…
| Year | Winner |
| 1991 | Butchy Johnson/Chris Howell |
| 1992 | Rab Armstrong |
| 1993 | Drew Laughlin |
| 1994 | Mitch Elford |
| 1995 | Rob Smith |
| 1996 | Tony Kruse |
| 1997 | Gary Iseminger |
| 1998 | Jason Armstrong |
| 1999 | Dusty Padilla |
| 2000 | Todd Brown |
| 2001 | Rodd Thrower |
| 2002 | Sam L. |
| 2003 | Dennis H. |
| 2004 | Traci Ellerbroek |
| 2005 | Paul G. |
| 2006 | Roxanne T. |
| 2007 | Jason Armstrong |
| 2008 | Rich Haarala |
| 2009 | Scott Lowe |
| 2010 | Harry Commarata |
| 2011 | Aaron Butkus |
| 2012 | Jensen Wilson |
| 2013 | Tamara Bryan |
| 2014 | Rodd Thrower |
| 2015 | Paul Goetz |
| 2016 | Kevin Harris Sr. |
| 2017 | Casey Conner |
| 2018 | Brett Renner |
| 2019 | Jason DeMonte |
| 2020 | Logan Koehler |
| 2021 | Nolan Johnson |
| 2022 | JP Sargis |
| 2023 | Tim Terrell |
| 2024 | YOU! |