Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Dec 7, 1999 | Oldham County | away | L | 79–81 | 0-1 | ||
| Fri, Dec 10, 1999 | Bethlehem | home | W | 67–46 | 1-1 | ||
| Tue, Dec 14, 1999 | North Hardin | home | W | 79–60 | 2-1 | ||
| Fri, Dec 17, 1999 | Central Hardin | home | L | 54–68 | 2-2 | ||
| Mon, Dec 20, 1999 | Butler | at bethlehem | W | 68–65 | 3-2 | Papa John's Classic Tournament | |
| Tue, Dec 21, 1999 | Trinity (Louisville) | at bethlehem | W | 70–64 | 4-2 | Papa John's Classic Tournament | |
| Wed, Dec 22, 1999 | Bethlehem | away | W | 71–62 | 5-2 | Papa John's Classic Tournament | |
| Tue, Dec 28, 1999 | Adair County | home | W | 73–70 | 6-2 | Nelson County Classic Tournament | |
| Wed, Dec 29, 1999 | Jeffersontown | home | W | 61–59 | 7-2 | Nelson County Tournament | |
| Thu, Dec 30, 1999 | LaRue County | home | W | 62–49 | 8-2 | Nelson County Classic Tournament | |
| Tue, Jan 4, 2000 | Bardstown | away | W | 77–68 | 9-2 | ||
| Fri, Jan 7, 2000 | Washington County | home | W | 59–48 | 10-2 | ||
| Tue, Jan 11, 2000 | North Bullitt | away | W | 81–59 | 11-2 | ||
| Fri, Jan 14, 2000 | Marion County | home | L | 77–81 | 11-3 | (overtime) | |
| Tue, Jan 18, 2000 | Washington County | away | L | 61–75 | 11-4 | ||
| Fri, Jan 21, 2000 | Doss | away | W | 60–56 | 12-4 | ||
| Tue, Jan 25, 2000 | Bethlehem | away | W | 88–72 | 13-4 | ||
| Fri, Jan 28, 2000 | Elizabethtown | home | L | 75–78 | 13-5 | ||
| Tue, Feb 1, 2000 | Bardstown | home | W | 72–61 | 14-5 | ||
| Fri, Feb 4, 2000 | Marion County | away | L | 81–108 | 14-6 | ||
| Tue, Feb 8, 2000 | Green County | away | W | 83–54 | 15-6 | ||
| Fri, Feb 11, 2000 | Meade County | home | L | 63–81 | 15-7 | ||
| Tue, Feb 15, 2000 | LaRue County | away | W | 68–50 | 16-7 | ||
| Fri, Feb 18, 2000 | Shelby County | home | L | 71–80 | 16-8 | ||
| Tue, Feb 22, 2000 | Jeffersontown | away | W | 82–75 | 17-8 | (triple overtime) | |
| Fri, Feb 25, 2000 | Campbellsville | away | W | 73–69 | 18-8 | ||
| Tue, Feb 29, 2000 | Bardstown | away | W | 74–62 | 19-8 | 19th District 19th District Tournament | |
| Fri, Mar 3, 2000 | Washington County | at bardstown | W | 48–46 | 20-8 | 19th District 19th District Tournament Cham… | |
| Tue, Mar 7, 2000 | Campbellsville | at green county | W | 92–88 | 21-8 | 5th Region 5th Region Tournament (overtime) | |
| Fri, Mar 10, 2000 | Elizabethtown | at green county | L | 65–69 | 21-9 | 5th Region 5th Region Tournament |