The Bailey family would like to honor Jack Bailey for his numerous accomplishments and lifetime of service to football in the central region of Pennsylvania. The CPFCA began awarding the annual scholarship at the 2010 Lezzer Lumber Classic.
| YEAR | NAME | SCHOOL |
|---|---|---|
| 2023 | Isaac Samsel Noah Roland | Clearfield Juniata Valley |
| 2022 | Karson Kline AJ Kilmartin | Clearfield Altoona |
| 2021 | Corey Chamberlain Calvin German | Claysburg-Kimmel Central Clarion |
| 2020 | David Close | Bald Eagle Area |
| 2019 | Thad Albright Jacob Matchock | Central Moshannon Valley |
| 2018 | Brandon Anderson Aaron Wanger | Philipsburg-Osceola Mifflin County |
| 2017 | Andrew Tobias Jacob Lindner | Penns Valley Altoona |
| 2016 | Chase Collison Hudson Speck | Penns Valley Huntingdon |
| 2015 | John Weakland Cameron Bakhsheshe | State College Tyrone |
| 2014 | Patrick Irwin Adam Frederick | State College Central |
| 2013 | Garret Brown Aaron Michaels | DuBois Mifflin County |
| 2012 | Todd Munchak Nathan Shope | Curwensville Huntingdon |
| 2011 | Andrew Redden Zachary Burkett | Clearfield Claysburg-Kimmel |
| 2010 | Steve Rusnak Jared Shope | Philipsburg-Osceola Altoona |
