| 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 |
| 1999-12-04 | Ross CountyvPartickLeague One · Scotland | 2–1 | League One · Scotland |
| 1999-11-27 | Queen of SthvRoss CountyLeague One · Scotland | 0–2 | League One · Scotland |
| 1999-11-20 | ArbroathvRoss CountyLeague One · Scotland | 0–1 | League One · Scotland |
| 1999-11-12 | Ross CountyvStirlingLeague One · Scotland | 1–3 | League One · Scotland |
| 1999-11-06 | ClydevRoss CountyLeague One · Scotland | 3–1 | League One · Scotland |
| 1999-10-30 | Ross CountyvAlloaLeague One · Scotland | 1–0 | League One · Scotland |
| 1999-10-15 | Ross CountyvStranraerLeague One · Scotland | 1–1 | League One · Scotland |
| 1999-10-09 | HamiltonvRoss CountyLeague One · Scotland | 1–0 | League One · Scotland |
| 1999-10-02 | Ross CountyvQueen of SthLeague One · Scotland | 1–1 | League One · Scotland |
| 1999-09-25 | PartickvRoss CountyLeague One · Scotland | 0–2 | League One · Scotland |
| 1999-09-18 | Ross CountyvClydeLeague One · Scotland | 2–0 | League One · Scotland |
| 1999-09-11 | AlloavRoss CountyLeague One · Scotland | 2–0 | League One · Scotland |
| 1999-09-04 | StirlingvRoss CountyLeague One · Scotland | 2–1 | League One · Scotland |
| 1999-08-28 | Ross CountyvArbroathLeague One · Scotland | 2–0 | League One · Scotland |
| 1999-08-21 | Ross CountyvStenhousemuirLeague One · Scotland | 0–0 | League One · Scotland |
| 1999-08-14 | StranraervRoss CountyLeague One · Scotland | 0–0 | League One · Scotland |
| 1999-08-07 | Ross CountyvHamiltonLeague One · Scotland | 2–1 | League One · Scotland |