| 2023 | John Askey signed new contract. Until summer 2026 | |
| 2019 | Adam Bale made his final first team appearance in a Vanarama National League match against Wrexham | [view] |
| 2017 | Keith Watson made his first team debut in a Vanarama National League match against Fylde | [view] |
| 2012 | Femi Orenuga joined Pools on trial. Had been released by Everton | |
| 2006 | Michael Proctor made his final first team appearance in a League Two match against Hereford | [view] |
| 2000 | Tim Sperrevik made his first team debut in a Div Three match against Exeter City | [view] |
| 1995 | Lee Foster made his only first team appearance in a Div Three match against Rochdale | [view] |
| 1989 | Gardner Speirs made his first team debut in a Div Four match against Exeter City | [view] |
| 1989 | Simon Grayson made his final first team appearance in a Div Four match against Exeter City | [view] |
| 1988 | Dave McKellar joined Pools on loan from Dunfermline Athletic | |
| 1987 | Phil Owers made his final first team appearance in a Littlewoods Cup match against Scunthorpe United | [view] |
| 1987 | Bobby Thomson made his first team debut in a Littlewoods Cup match against Scunthorpe United | [view] |
| 1986 | Dean Gibb made his competitive first team debut in a Littlewoods Cup match against Middlesbrough | [view] |
| 1976 | Ian Moore was born in Birkenhead | |
| 1963 | Ken Cunningham made his first team debut in a Div Four match against Torquay United | [view] |
| 1939 | Joe Mantle made his first team debut in a Div Three (N) match against Barrow | [view] |
| 1939 | Les Dodds made his first team debut in a Div Three (N) match against Barrow | [view] |
| 1939 | Jack Foreman made his first team debut in a Div Three (N) match against Barrow | [view] |
| 1939 | Jimmy Deacon made his first team debut in a Div Three (N) match against Barrow | [view] |
| 1939 | Charlie Turner made his first team debut in a Div Three (N) match against Barrow | [view] |
| 1939 | Sam Earl made his first team debut in a Div Three (N) match against Barrow | [view] |
| 1933 | Billy Reilly made his first team debut in a Div Three (N) match against Mansfield Town | [view] |
| 1933 | Tommy Hird made his first team debut in a Div Three (N) match against Mansfield Town | [view] |
| 1933 | Billy Fairhurst made his first team debut in a Div Three (N) match against Mansfield Town | [view] |
| 1933 | Tom Knox made his first team debut in a Div Three (N) match against Mansfield Town | [view] |
| 1922 | Francis Dowson made his first team debut in a Div Three (N) match against Walsall | [view] |
| 1922 | Fred Flanders made his first team debut in a Div Three (N) match against Walsall | [view] |
| 1922 | Walter Borthwick made his first team debut in a Div Three (N) match against Walsall | [view] |
| 1922 | Walker Hampson made his first team debut in a Div Three (N) match against Walsall | [view] |