1999-2000 Scholarship Winners
| Name of Student | School | Name of Student | School | |
| Mary Beth Benjamin | Fairview | Derek McGarey | South Floyd | |
| Joanna Marie Bess | Maysville St Patrick | April Mitchell | Phelps | |
| Susan Bledsoe | Evarts | Katrina Norman | Dayton | |
| Emily Boston | Glasgow | Sara Philpott | Highview Baptist | |
| Katrina Bredhold | Lou Holy Cross | Lora B Poore | Clinton County | |
| Margo Collins | Red Bird | Misty Price | Owsley County | |
| John Paul Davis | Fairview | Bethany Prince | Carlisle County | |
| Larissa Davis | Elkhorn City | Chanda Ranck | Owsley County | |
| Stephanie Delk | Clinton County | Caleb Reinhart | Christian Fellowship | |
| Jennifer Eversole | Buckhorn | Michael Reska | Hancock County | |
| Danielle Finck | Ludlow | Ashia Roos | Glasgow | |
| Christina Gordon | Villa Madonna | Benjamine Runyon | Elkhorn City | |
| Jaclyn L Graves | Mayfield | Trista Sanders | Burgin | |
| Kellie Jo Hall | Paintsville | Jonathan Storms | Dawson Springs | |
| Kerri Hardin | Burgin | Joanna Tabor | Todd Co Central | |
| Carl Harris | Bellevue | James Trombetti | Eminence | |
| Craig Johnson | Cumberland County | Blake Vogt | Ludlow | |
| Shelly Lynn Kuhn | Deming | Carol Waid | Clinton County | |
| Miranda Leak | Cumberland County | Michelle Whisman | Wolfe County | |
| Chris McClamroch | Eminence | Angela Wolfe | Carroll County |