Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Dec 3, 1999 | Garrard County | home | W | 66–60 | 1-0 | ||
| Tue, Dec 7, 1999 | Mercer County | home | W | 76–75 | 2-0 | ||
| Fri, Dec 10, 1999 | South Laurel | home | L | 74–82 | 2-1 | ||
| Tue, Dec 14, 1999 | Somerset | away | W | 65–59 | 3-1 | ||
| Fri, Dec 17, 1999 | Brodenton, FL | at bradenton, fl | L | 79–91 | 3-2 | Bradenton Invitational Tournament | |
| Sat, Dec 18, 1999 | Manatee, FL | at bradenton, fl | L | 63–66 | 3-3 | Bradenton Invitational Tournament | |
| Sun, Dec 19, 1999 | Palmetto Ridge, FL | at bradenton, fl | L | 77–87 | 3-4 | Bradenton Invitational Tournament (overtime) | |
| Mon, Dec 27, 1999 | Magoffin County | home | W | 77–74 | 4-4 | Hoopin it Up Holiday Classic | |
| Tue, Dec 28, 1999 | Simon Kenton | home | L | 75–87 | 4-5 | Hoopin it Up Holiday Classic | |
| Wed, Dec 29, 1999 | Clay County | at south laurel | L | 57–69 | 4-6 | Hoopin it Up Holiday Classic | |
| Tue, Jan 4, 2000 | Madison Southern | home | L | 66–73 | 4-7 | ||
| Fri, Jan 7, 2000 | Russell County | away | W | 65–53 | 5-7 | ||
| Tue, Jan 11, 2000 | Boyle County | away | L | 62–79 | 5-8 | ||
| Fri, Jan 14, 2000 | McCreary Central | home | W | 76–45 | 6-8 | ||
| Tue, Jan 18, 2000 | Pulaski County | home | W | 51–48 | 7-8 | ||
| Fri, Jan 21, 2000 | Southwestern | at pulaski southwestern | L | 61–65 | 7-9 | ||
| Tue, Jan 25, 2000 | Cordia | away | |||||
| Fri, Jan 28, 2000 | Jenkins | away | W | 70–64 | 8-9 | ||
| Tue, Feb 1, 2000 | Whitley County | away | W | 67–63 | 9-9 | ||
| Fri, Feb 4, 2000 | South Laurel | away | L | 58–82 | 9-10 | (Coach Wright's 300th win) | |
| Tue, Feb 8, 2000 | Rockcastle County | home | W | 78–65 | 10-10 | ||
| Fri, Feb 11, 2000 | Monticello | away | L | 62–66 | 10-11 | ||
| Sat, Feb 12, 2000 | Clay County | home | W | 63–56 | 11-11 | ||
| Tue, Feb 15, 2000 | Lafayette | home | L | 55–89 | 11-12 | ||
| Fri, Feb 18, 2000 | Danville | home | L | 52–54 | 11-13 | ||
| Fri, Feb 25, 2000 | Knox Central | away | L | 72–76 | 11-14 | ||
| Mon, Feb 28, 2000 | All Saints | home | W | 111–30 | 12-14 | 48th District 48th District Tournament | |
| Wed, Mar 1, 2000 | Southwestern | home | L | 64–68 | 12-15 | 48th District 48th District Tournament (dou… |