| 1990 | None Awarded | Heather Stauffer | |
| 1991 | Belinda Gray | Victoria Freeze | |
| 1992 | Franklin B. Dunn | Keith Phillips | |
| 1993 | Peyton H. Gwinn | Doris E. Franzello | |
| 1994 | Jenny Ratcliffe | Julie Garner | |
| 1995 | Amy Verner | William Delsignore, Jr. | |
| 1996 | Subrina Dillon | Courtney Aubrey | |
| 1997 | Ashley M. Gwinn | Gregory C. Crouch | Tyi Duncan (Jimmy Rice Scholarship)
|
| 1998 | Kevin Dixon | John L. Kline | |
| 1999 | Alyssa Verner | David Delsignore | |
| 2000 | Robert Dillinger | Melissa Delsignore | |
| 2001 | Tiffany Erin Payne | Kenneth A. Sager | |
| 2002 | Emily Rowe | Kate Stauffer | |
| 2003 | Patrick Toland | Ashley Neal | |
| 2004 | No OHS Applications | Allison Fuerst & Kimberly Sager | |
| 2005 | Samantha Wood | John M. Payne | |
| 2006 | Christine S. Burke | Trang Le | |
| 2007 | Kristina Lese | Stephanie M. Carroll | |
| 2008 | Brittany Ann Barlow | Rebecca Ann Green | |
| 2009 | Katherine Diane Demeria | Aaron W. Pitchard | |
| 2010 | Alexandria Forkell | Jefferson W. Payne | |
| 2011 | Virginia Channing Harlow | Megan E. Posey | |
| 2012 | Kyle Andrew Hollcroft | Kathleen M. Klink | |
| 2013 | Warren Conner Lane | Emily Russell Nelson | |
| 2014 | Liam Irvin Arne | Shelby Nicole Ingram | |
| 2015 | Mollie Catherine Przybocki | Sara Anne Valentine | Anna Spall (In Memory of Ann Walser Ratcliffe) |
| 2016 | Allison Page Boston | Abigail Faith Holbrook | |
| 2016 | Quentin James Rice &
Fiona Ann Campbell | | |
| 2017 | Mandi Cottrill | Benjamin Valentine & Preston Kulakowski | |
| 2018 | Patricia Helen Matyas & James Cameron Lane | Amy Elizabeth Pearson & Madison Harlie Moore | |
| 2019 | | | |
| 2020 | Kayla Sherman & Luke Spall | Jed Barrett, Marissa Gueriera, Karla Hunt & Lily Kulakowski | |
| 2021 | Savannah Halstead, Nemya McGill-Veloso & Madelynn Warren | | |
