Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Nov 30, 1999 | Anderson County | away | L | 53–74 | 0-1 | ||
| Fri, Dec 3, 1999 | South Oldham | home | L | 43–59 | 0-2 | ||
| Sat, Dec 4, 1999 | Gallatin County | away | L | 57–66 | 0-3 | ||
| Tue, Dec 7, 1999 | Eminence | home | L | 49–51 | 0-4 | ||
| Fri, Dec 10, 1999 | Grayson County | at oldham county | L | 50–74 | 0-5 | Coaches Versus Cancer Tournament | |
| Sun, Dec 12, 1999 | McCreary Central | at oldham county | W | 74–61 | 1-5 | Coaches Versus Cancer Classic | |
| Tue, Dec 14, 1999 | Owen County | away | L | 52–62 | 1-6 | ||
| Sat, Dec 18, 1999 | Henry County | home | W | 52–35 | 2-6 | ||
| Mon, Dec 20, 1999 | Monticello | at pulaski county | W | 57–55 | 3-6 | Toyota Holiday Classic Tournament | |
| Wed, Dec 22, 1999 | Southwestern | at pulaski county | L | 40–41 | 3-7 | Toyota Holiday Classic Tournament | |
| Tue, Jan 11, 2000 | Carroll County | away | L | 52–58 | 3-8 | ||
| Thu, Jan 20, 2000 | Gallatin County | at spencer county | W | 43–38 | 4-8 | All A Classic (8th Region) | |
| Fri, Jan 21, 2000 | Carroll County | at spencer county | L | 45–46 | 4-9 | All A Classic (8th Region) | |
| Tue, Jan 25, 2000 | Williamstown | home | W | 72–60 | 5-9 | ||
| Fri, Jan 28, 2000 | Henry County | away | W | 62–53 | 6-9 | ||
| Tue, Feb 1, 2000 | Gallatin County | home | L | 73–82 | 6-10 | (overtime) | |
| Fri, Feb 4, 2000 | Spencer County | home | W | 84–55 | 7-10 | ||
| Sat, Feb 5, 2000 | Williamstown | away | W | 78–65 | 8-10 | ||
| Tue, Feb 8, 2000 | Oldham County | away | L | 53–71 | 8-11 | ||
| Fri, Feb 11, 2000 | Kentucky Country Day | away | W | 71–68 | 9-11 | ||
| Sat, Feb 12, 2000 | Owen County | home | L | 54–61 | 9-12 | ||
| Tue, Feb 15, 2000 | Grant County | home | L | 68–76 | 9-13 | ||
| Fri, Feb 18, 2000 | Carroll County | home | L | 47–48 | 9-14 | ||
| Tue, Feb 22, 2000 | Eminence | away | W | 57–56 | 10-14 | ||
| Fri, Feb 25, 2000 | North Bullitt | away | L | 49–60 | 10-15 | ||
| Wed, Mar 1, 2000 | South Oldham | at carroll county | W | 57–51 | 11-15 | 31st District 31st District Tournament (ove… | |
| Fri, Mar 3, 2000 | Carroll County | away | L | 66–77 | 11-16 | 31st District 31st District Tournament Cham… | |
| Tue, Mar 7, 2000 | Scott County | at henry county | L | 43–100 | 11-17 | 8th Region 8th Region Tournament |
