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1998-99 Men's Basketball Schedule |
| Date | Opponent | Site | Time/Result | |
| Nov. 7 | Basketball Unlimited (Exhibition) | Richmond, KY | L 91-83 | [Box][Recap] |
| Nov. 13 | Rose City Express (Exhibition) | Richmond, KY | W 73-66 | [Box] |
| Nov. 17 | Kentucky | Lexington, KY | L 99-64 | [Box] |
| Nov. 19 | Belmont | Richmond, KY | W 99-97 | [Box] |
| Nov. 24 | Indiana State | Terra Haute, IN | L 78-54 | [Box] |
| Dec. 3 | * UT Martin | Richmond, KY | L 74-63 (OT) | [Box] |
| Dec. 5 | * Murray State | Richmond, KY | L 108-66 | [Box] |
| Dec. 10 | * Southeast Missouri | Cape Girardeau, MO | L 78-58 | [Box] |
| Dec. 12 | IUPUI | Indianapolis, IN | L 74-61 | [Box] |
| Dec. 19 | Notre Dame | South Bend, IN | L 82-77 | [Box] |
| Dec. 21 | $ California | Oakland, CA | L 84-49 | [Box] |
| Dec. 22 | $ Mississippi State | Oakland, CA | L 75-62 | [Box] |
| Dec. 30 | Georgia State | Richmond, KY | L 61-56 | [Box] |
| Jan. 4 | * Eastern Illinois | Charleston, IL | L 71-56 | [Box] |
| Jan. 7 | * Tennessee State | Richmond, KY | L 86-79 | [Box] |
| Jan. 9 | * Austin Peay | Richmond, KY | L 78-57 | [Box] |
| Jan. 12 | * UT Martin | Martin, TN | W 64-60 OT | [Box] |
| Jan. 16 | * Morehead State | Richmond, KY | L 98-78 | [Box] |
| Jan. 21 | * Tennessee Tech | Cookeville, TN | L 70-42 | [Box] |
| Jan. 23 | * Middle Tennessee | Murfreesboro, TN | L 82-67 | [Box] |
| Jan. 30 | * Eastern Illinois | Richmond, KY | W 75-73 | [Box] |
| Feb. 2 | * Murray State | Murray, KY | L 81-66 | [Box] |
| Feb. 4 | * Tennessee State | Nashville, TN | L 86-72 | [Box] |
| Feb. 6 | * Austin Peay | Clarksville, TN | L 80-64 | [Box] |
| Feb. 13 | * Morehead State | Morehead, KY | L 91-69 | [Box][Recap] |
| Feb. 16 | * Southeast Missouri | Richmond, KY | L 77-61 | [Box][Recap] |
| Feb. 18 | * Tennessee Tech | Richmond, KY | L 89-78 | [Box][Recap] |
| Feb. 20 | * Middle Tennessee | Richmond, KY | L 72-65 | [Box][Recap] |
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Home Games in Bold * Ohio Valley Conference Game $ Golden Bear Classic |