| 2000-12-23 | HartlepoolvBarnetLeague Two · England | 6–1 | League Two · England |
| 2000-12-16 | HalifaxvHartlepoolLeague Two · England | 0–1 | League Two · England |
| 2000-12-02 | HartlepoolvSouthendLeague Two · England | 1–0 | League Two · England |
| 2000-11-25 | CardiffvHartlepoolLeague Two · England | 3–2 | League Two · England |
| 2000-11-11 | HartlepoolvKidderminsterLeague Two · England | 3–1 | League Two · England |
| 2000-11-04 | ScunthorpevHartlepoolLeague Two · England | 3–0 | League Two · England |
| 2000-10-28 | HartlepoolvLeyton OrientLeague Two · England | 2–1 | League Two · England |
| 2000-10-24 | HullvHartlepoolLeague Two · England | 0–0 | League Two · England |
| 2000-10-21 | HartlepoolvPlymouthLeague Two · England | 1–1 | League Two · England |
| 2000-10-18 | BrightonvHartlepoolLeague Two · England | 4–2 | League Two · England |
| 2000-10-14 | RochdalevHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2000-10-07 | HartlepoolvDarlingtonLeague Two · England | 2–1 | League Two · England |
| 2000-09-30 | HartlepoolvYorkLeague Two · England | 1–0 | League Two · England |
| 2000-09-23 | MansfieldvHartlepoolLeague Two · England | 4–3 | League Two · England |
| 2000-09-16 | HartlepoolvMacclesfieldLeague Two · England | 2–2 | League Two · England |
| 2000-09-12 | TorquayvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2000-09-09 | BlackpoolvHartlepoolLeague Two · England | 1–2 | League Two · England |
| 2000-09-02 | HartlepoolvShrewsburyLeague Two · England | 1–3 | League Two · England |
| 2000-08-28 | HartlepoolvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2000-08-26 | ExetervHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2000-08-19 | HartlepoolvChesterfieldLeague Two · England | 1–2 | League Two · England |
| 2000-08-12 | LincolnvHartlepoolLeague Two · England | 0–2 | League Two · England |
| 2000-05-06 | HullvHartlepoolLeague Two · England | 0–3 | League Two · England |
| 2000-04-29 | HartlepoolvRotherhamLeague Two · England | 1–2 | League Two · England |
| 2000-04-24 | DarlingtonvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2000-04-22 | HartlepoolvMansfieldLeague Two · England | 1–0 | League Two · England |
| 2000-04-15 | HartlepoolvLincolnLeague Two · England | 2–0 | League Two · England |
| 2000-04-08 | RochdalevHartlepoolLeague Two · England | 0–0 | League Two · England |
| 2000-04-01 | HartlepoolvExeterLeague Two · England | 2–1 | League Two · England |
| 2000-03-25 | YorkvHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2000-03-21 | ChestervHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2000-03-18 | HartlepoolvTorquayLeague Two · England | 2–0 | League Two · England |
| 2000-03-11 | BarnetvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2000-03-07 | HartlepoolvBrightonLeague Two · England | 0–0 | League Two · England |
| 2000-03-04 | HartlepoolvNorthamptonLeague Two · England | 2–1 | League Two · England |
| 2000-02-26 | PlymouthvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2000-02-19 | HartlepoolvMacclesfieldLeague Two · England | 1–4 | League Two · England |
| 2000-02-12 | SouthendvHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2000-02-05 | HartlepoolvShrewsburyLeague Two · England | 1–0 | League Two · England |
| 2000-01-29 | CheltenhamvHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2000-01-22 | HartlepoolvCarlisleLeague Two · England | 1–0 | League Two · England |
| 2000-01-15 | HalifaxvHartlepoolLeague Two · England | 1–1 | League Two · England |
| 2000-01-08 | SwanseavHartlepoolLeague Two · England | 2–1 | League Two · England |
| 2000-01-03 | HartlepoolvRochdaleLeague Two · England | 3–2 | League Two · England |