Oliver Jack Pendlebury (born 19 January 2002) is an English professional footballer who plays as a midfielder for Southern League Premier Division South club Havant & Waterlooville.
After playing youth football for Marlow and Reading, he made his senior debut for Reading in the FA Cup in January 2021. He was released by Reading at the end of the season and signed for EFL League One club Wycombe Wanderers. After a season at the club and a loan spell at Woking, he was released the following year. Following his release from Wycombe, Pendlebury joined Farnborough in September 2022. This spell ultimately proved to be brief with the midfielder joining Aldershot Town in January 2023 before a move to Scottish Championship side, Ayr United ahead of the 2023âÂÂ24 campaign, but left Ayr in August 2023, citing 'personal reasons'. He returned to Farnborough later that month. Following two years back in Hampshire, Pendlebury made the move south to join Havant & Waterlooville in February 2025.
Born in Maidenhead, Pendlebury attended Altwood Church of England School in Maidenhead.
Having played youth football for Marlow before joining Reading's academy, he signed his first professional contract with Reading in January 2019. He was named in the starting line-up for his senior debut in an FA Cup third round tie with Luton Town on 9 January 2021, where Reading lost 1âÂÂ0. On 11 May 2021, Reading announced that Pendlebury was one of their players being released by the club at the end of the 2020âÂÂ21 season when their contract expired.
On 8 June 2021, EFL League One club Wycombe Wanderers announced that Pendlebury would sign for them on 1 July 2021, once his Reading contract had expired. He made his debut for the club in their opening match of the season against Accrington Stanley on 7 August 2021 with fellow midfielders Dominic Gape, Curtis Thompson and David Wheeler unavailable; Wycombe won 2âÂÂ1 with manager Gareth Ainsworth stating that after the game that he is "not afraid in giving young kids their debuts" in response to Pendlebury's performance. He scored the first goals of his career the following week when he scored a second-half brace in a 3âÂÂ1 win over Cheltenham Town. On 4 March 2022, Pendlebury joined National League side, Woking on loan for the remainder of the 2021âÂÂ22 campaign. He went onto feature four times for the Cards before being recalled by his parent club a month later. He was released by Wycombe at the end of the season.
On 3 September 2022, Pendlebury joined National League South club Farnborough on a short-term deal. That same day he made his debut during a 1âÂÂ0 victory over Cheshunt.
In January 2023, Pendlebury signed for National League club Aldershot Town on a deal until the end of the season.
On 24 June 2023, following his release from Aldershot, Pendlebury agreed to join Scottish Championship side, Ayr United with fellow team-mate, Francis Amartey. On 30 August 2023, he left the club after asking to be released from his contract for 'personal reasons'.
Later that month, he returned to Farnborough.
On 18 February 2025, Pendlebury joined Southern League Premier Division South side, Havant & Waterlooville on a deal until the end of the 2025âÂÂ26 campaign.
He represented England at both under-15 level and under-16 level, captaining the latter.