O’Brien Memorial Award is awarded to the team Most Valuable Player for baseball excellence.
| Year | Recipient |
| 2023 | Ian Hubbard & Hudson Lutterman |
| 2022 | Daniel Parris |
| 2021 | Kaden Martin |
| 2020 | No award due to COVID-19 |
| 2019 | Cooper Whitt |
| 2018 | Sean Purcell |
| 2017 | Sam Kearney |
| 2016 | Turner Whitfield |
| 2015 | Kole Cottam & Ethan Elliot |
| 2014 | Austin Kearney |
| 2013 | Adam Reed |
| 2012 | Ryan Nelson |
| 2011 | Trey Leake |
| 2010 | Drew Ferguson |
| 2009 | Dalton Irwin |
| 2008 | Eric Lindsay |
| 2007 | Ryan Greer |
| 2006 | Chris Griswold |
| 2005 | Shane Donahoo |
| 2004 | Chris Hollander |
| 2003 | James MacDonald |
| 2002 | James MacDonald |
| 2001 | Caleb Moore |
| 2000 | Caleb Moore |
| 1999 | Ben Howerton |
| 1998 | Adam Reeves |
| 1997 | Jeff Christensen |
| 1996 | Jeff Christensen |
| 1995 | Tom Morgan |
| 1994 | Shane O’Brien |
| 1993 | Joe West |
| 1992 | Kenneth Booker |
| 1991 | Shane O’Brien |
| 1990 | David O’Brien |
| 1989 | David O’Brien |