Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Nov 30, 1999 | Fort Knox | home | L | 53–57 | 0-1 | ||
| Fri, Dec 3, 1999 | Hart County | away | L | 66–81 | 0-2 | ||
| Tue, Dec 7, 1999 | Glasgow | home | L | 85–103 | 0-3 | ||
| Fri, Dec 10, 1999 | Green County | home | L | 83–93 | 0-4 | (overtime) | |
| Tue, Dec 14, 1999 | Barren County | away | L | 43–74 | 0-5 | ||
| Fri, Dec 17, 1999 | LaRue County | home | L | 54–56 | 0-6 | ||
| Mon, Dec 20, 1999 | DeSales | at bethlehem | W | 63–62 | 1-6 | Papa John's Classic Tournament | |
| Tue, Dec 21, 1999 | Bethlehem | away | L | 59–72 | 1-7 | Papa John's Classic Tournament | |
| Wed, Dec 22, 1999 | Trinity (Louisville) | at bethlehem | L | 57–86 | 1-8 | Papa John's Classic Tournament | |
| Tue, Dec 28, 1999 | Cumberland County | at glasgow | W | 75–66 | 2-8 | Glasgow Scottie Classic Tournament | |
| Wed, Dec 29, 1999 | Glasgow | away | L | 58–82 | 2-9 | Glasgow Scottie Classic Tournament | |
| Wed, Dec 29, 1999 | Todd County Central | at glasgow | L | 59–69 | 2-10 | Glasgow Scottie Classic Tournament | |
| Tue, Jan 4, 2000 | Green County | away | W | 75–71 | 3-10 | ||
| Fri, Jan 7, 2000 | LaRue County | away | W | 66–47 | 4-10 | ||
| Fri, Jan 14, 2000 | Fort Knox | away | W | 70–55 | 5-10 | ||
| Tue, Jan 18, 2000 | Elizabethtown | home | L | 71–100 | 5-11 | ||
| Fri, Jan 21, 2000 | Bardstown | at bethlehem | W | 90–75 | 6-11 | All A Classic (5th Region) | |
| Mon, Jan 24, 2000 | Campbellsville | at bethlehem | L | 66–87 | 6-12 | All A Classic (5th Region championship) | |
| Fri, Jan 28, 2000 | Bardstown | home | L | 48–69 | 6-13 | ||
| Tue, Feb 1, 2000 | Hart County | home | W | 78–73 | 7-13 | ||
| Fri, Feb 4, 2000 | Taylor County | away | L | 58–74 | 7-14 | ||
| Sat, Feb 5, 2000 | Louisville Collegiate | at holy cross (louisville) | W | 82–78 | 8-14 | All A Shootout | |
| Thu, Feb 10, 2000 | Allen County-Scottsville | away | L | 67–80 | 8-15 | ||
| Tue, Feb 15, 2000 | Edmonson County | home | W | 76–75 | 9-15 | ||
| Fri, Feb 18, 2000 | Central Hardin | away | L | 73–98 | 9-16 | ||
| Tue, Feb 22, 2000 | North Hardin | away | L | 67–89 | 9-17 | ||
| Fri, Feb 25, 2000 | Metcalfe County | home | L | 73–80 | 9-18 | ||
| Thu, Mar 2, 2000 | LaRue County | at green county | L | 47–56 | 9-19 | 18th District 18th District Tournament |