| 2008-12-27 | PartickvRoss CountyChampionship · Scotland | 0–2 | Championship · Scotland |
| 2008-12-20 | MortonvRoss CountyChampionship · Scotland | 2–1 | Championship · Scotland |
| 2008-12-13 | Ross CountyvLivingstonChampionship · Scotland | 1–4 | Championship · Scotland |
| 2008-11-25 | Ross CountyvPartickChampionship · Scotland | 1–0 | Championship · Scotland |
| 2008-11-22 | Airdrie UtdvRoss CountyChampionship · Scotland | 0–2 | Championship · Scotland |
| 2008-11-08 | St JohnstonevRoss CountyChampionship · Scotland | 2–1 | Championship · Scotland |
| 2008-11-01 | Ross CountyvClydeChampionship · Scotland | 3–0 | Championship · Scotland |
| 2008-10-25 | Ross CountyvQueen of SthChampionship · Scotland | 0–2 | Championship · Scotland |
| 2008-10-18 | DundeevRoss CountyChampionship · Scotland | 1–2 | Championship · Scotland |
| 2008-10-04 | Ross CountyvMortonChampionship · Scotland | 3–0 | Championship · Scotland |
| 2008-09-27 | Ross CountyvAirdrie UtdChampionship · Scotland | 2–0 | Championship · Scotland |
| 2008-09-20 | DunfermlinevRoss CountyChampionship · Scotland | 3–1 | Championship · Scotland |
| 2008-09-13 | Ross CountyvSt JohnstoneChampionship · Scotland | 1–2 | Championship · Scotland |
| 2008-09-03 | Queen of SthvRoss CountyChampionship · Scotland | 1–0 | Championship · Scotland |
| 2008-08-30 | PartickvRoss CountyChampionship · Scotland | 0–1 | Championship · Scotland |
| 2008-08-16 | ClydevRoss CountyChampionship · Scotland | 2–2 | Championship · Scotland |
| 2008-08-09 | LivingstonvRoss CountyChampionship · Scotland | 2–0 | Championship · Scotland |
| 2008-08-02 | Ross CountyvDundeeChampionship · Scotland | 1–2 | Championship · Scotland |
| 2008-04-26 | BrechinvRoss CountyLeague One · Scotland | 3–3 | League One · Scotland |
| 2008-04-19 | Ross CountyvCowdenbeathLeague One · Scotland | 3–0 | League One · Scotland |
| 2008-04-12 | AlloavRoss CountyLeague One · Scotland | 2–0 | League One · Scotland |
| 2008-04-09 | Airdrie UtdvRoss CountyLeague One · Scotland | 2–0 | League One · Scotland |
| 2008-04-05 | Ross CountyvBerwickLeague One · Scotland | 4–0 | League One · Scotland |
| 2008-03-22 | Ross CountyvRaith RvsLeague One · Scotland | 2–3 | League One · Scotland |
| 2008-03-18 | Ross CountyvBrechinLeague One · Scotland | 0–0 | League One · Scotland |
| 2008-03-15 | AyrvRoss CountyLeague One · Scotland | 0–2 | League One · Scotland |
| 2008-03-11 | Ross CountyvAyrLeague One · Scotland | 2–4 | League One · Scotland |
| 2008-03-04 | Ross CountyvCowdenbeathLeague One · Scotland | 4–1 | League One · Scotland |
| 2008-03-01 | PeterheadvRoss CountyLeague One · Scotland | 1–1 | League One · Scotland |
| 2008-02-26 | BrechinvRoss CountyLeague One · Scotland | 1–2 | League One · Scotland |
| 2008-02-23 | Ross CountyvQueens ParkLeague One · Scotland | 3–2 | League One · Scotland |
| 2008-02-16 | BerwickvRoss CountyLeague One · Scotland | 0–4 | League One · Scotland |
| 2008-02-09 | Ross CountyvAlloaLeague One · Scotland | 6–1 | League One · Scotland |
| 2008-01-26 | CowdenbeathvRoss CountyLeague One · Scotland | 2–4 | League One · Scotland |
| 2008-01-19 | Ross CountyvAirdrie UtdLeague One · Scotland | 3–2 | League One · Scotland |
| 2008-01-05 | Raith RvsvRoss CountyLeague One · Scotland | 0–1 | League One · Scotland |
| 2008-01-02 | Ross CountyvPeterheadLeague One · Scotland | 5–1 | League One · Scotland |