About Ollie Kensdale
Born 2000. Ollie Kensdale is a British association football player.
Oliver James Kensdale, born 20 April 2000, is an English footballer. He plays as a centre-back or central midfielder for Boreham Wood.
Career Born in Colchester, he signed on as a scholar at the club in July 2016.
Kensdale joined Isthmian League, North Division side Maldon & Tiptree for his first game. He made four league appearances and two appearances in the FA Trophy for the club. He played a three more games for the club on loan in March 2018.
At the end of his scholarship, Kensdale was offered a professional contract with Colchester in May 2018.
Kensdale rejoined Maldon & Tiptree in a third loan spell early in the 2018–19 season. He scored his first goal in senior football in his final appearance for the Jammers, a 3–2 win at Dereham Town on 10 November 2018, scoring twice.
On 13 November 2018, Kensdale made his first-team debut in Colchester's EFL Trophy game against Cambridge United. He then started in Colchester's League Two 1–1 draw with Exeter City at the Colchester Community Stadium on 24 November 2018.
After becoming the first Colchester United player born after 2000, Kensdale signed his first professional contract on 24 December 2018, committing until summer 2021.
On 11 October 2019, Kensdale joined National League South side Bath City in a month-long loan deal. He made his debut on 12 October 2019 in Bath's 1–1 home draw with Maidstone United.
Colchester announced that Kensdale was one of seven under-23 players who had their contract terminated by mutual consent on 1 February 2021.
On 14 February 2021, Kensdale joined National League South side Concord Rangers.
On 31 December 2021, Kensdale joined National League side Southend United for an undisclosed fee.
On 20 September 2024, it was announced that Southend United had terminated Kensdale's contract with no further comments to be made. He scored twice in 110 appearances for the Shrimpers.
On 2 November 2024, Kensdale joined National League South side Eastbourne Borough, making 35 appearances as they made the division's playoffs.
On 23 May 2025, Kensdale agreed to join newly promoted League Two side Barnet on a two-year deal.
On 9 January 2026, Kensdale signed for National League side Boreham Wood.
Style of play Kensdale operates as either a centre-back or central midfielder. Prior to his scholarship, he refined himself into a commanding centre-back and as a leader of the defensive line. League Two
2018–19 League Two
2019–20 League Two
2020–21 League Two
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2017–18 League Two
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Honours Individual National League South Team of the Season: 2024–25
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Important facts
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Frequently asked questions
Who is Ollie Kensdale?
English association football player (born 2000)
When was Ollie Kensdale born?
Ollie Kensdale was born on 24 April 2000 in Colchester.
What is Ollie Kensdale's occupation?
Ollie Kensdale is an association football player.
What nationality is Ollie Kensdale?
Ollie Kensdale is British.
Sources & further reading
Cite this page
APA: Biography.guide. (2026). Ollie Kensdale. https://biography.guide/ollie-kensdale/
MLA: "Ollie Kensdale." Biography.guide, https://biography.guide/ollie-kensdale/.
Chicago: "Ollie Kensdale." Biography.guide. https://biography.guide/ollie-kensdale/.
Data last updated: 2026-09-20 · Spot an error? Report a correction.
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