| 2000-05-06 | StenhousemuirvRoss CountyLeague One · Scotland | 2–2 | League One · Scotland |
| 2000-04-29 | Ross CountyvStranraerLeague One · Scotland | 3–1 | League One · Scotland |
| 2000-04-22 | HamiltonvRoss CountyLeague One · Scotland | 0–3 | League One · Scotland |
| 2000-04-15 | Queen of SthvRoss CountyLeague One · Scotland | 0–3 | League One · Scotland |
| 2000-04-08 | Ross CountyvPartickLeague One · Scotland | 1–3 | League One · Scotland |
| 2000-04-01 | Ross CountyvStirlingLeague One · Scotland | 5–1 | League One · Scotland |
| 2000-03-28 | Ross CountyvStenhousemuirLeague One · Scotland | 2–0 | League One · Scotland |
| 2000-03-25 | ArbroathvRoss CountyLeague One · Scotland | 1–2 | League One · Scotland |
| 2000-03-21 | StenhousemuirvRoss CountyLeague One · Scotland | 0–2 | League One · Scotland |
| 2000-03-18 | ClydevRoss CountyLeague One · Scotland | 0–0 | League One · Scotland |
| 2000-03-14 | AlloavRoss CountyLeague One · Scotland | 1–2 | League One · Scotland |
| 2000-03-11 | Ross CountyvAlloaLeague One · Scotland | 3–4 | League One · Scotland |
| 2000-03-07 | Ross CountyvClydeLeague One · Scotland | 2–2 | League One · Scotland |
| 2000-02-26 | StranraervRoss CountyLeague One · Scotland | 0–2 | League One · Scotland |
| 2000-02-19 | StirlingvRoss CountyLeague One · Scotland | 3–1 | League One · Scotland |
| 2000-02-12 | Ross CountyvArbroathLeague One · Scotland | 1–1 | League One · Scotland |
| 2000-02-05 | Ross CountyvQueen of SthLeague One · Scotland | 2–0 | League One · Scotland |
| 2000-01-29 | Ross CountyvHamiltonLeague One · Scotland | 0–1 | League One · Scotland |
| 2000-01-22 | PartickvRoss CountyLeague One · Scotland | 4–2 | League One · Scotland |