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Jaheim Headley
Jaheim Anthony Headley (born 24 September 2001) is an English professional footballer who plays as a left-back for EFL League One club Port Vale.
Headley spent time in the youth team at Millwall, then joined Huddersfield Town's under-17 squad via the Mass Elite Academy. He had brief loan spells at Bradford (Park Avenue), Hyde United, Welling United and Yeovil Town in non-League football, before a successful loan period with League Two club Harrogate Town in the first half of the 2022–23 season. This earned him an opportunity to play for Huddersfield in the Championship and he played 54 games for the club, scoring three goals. However, they were relegated to League One in 2024 and he was sold to Port Vale in January 2025.
Born in Southwark, London, Headley is eligible to represent England, the United States or Jamaica through his heritage. He started his career at Millwall, though was released at the age of 14 and then spent a year out of the game. He trained at the Mass Elite Academy before he joined Huddersfield Town's under-17 squad in 2018. Headley had marked himself out from other young players by asking Academy head Leigh Bromby what he was looking for on the pitch. It was at the Academy that he switched from midfield to left-back, scoring seven goals in 29 starts for the under-17 team and winning the Waterworth Trophy for Academy Goal of the Year with a powerful drive in a 2–1 win over Manchester United in November 2018.
On 2 August 2019, Headley and teammate Isaac Marriott joined National League North club Bradford (Park Avenue) on a work experience loan after impressing Garry Thompson on trial. On 26 August, Headley scored his first goal in senior football to secure a 1–0 win at Darlington. On 17 January 2020, he joined Hyde United in the Northern Premier League Premier Division on a work experience loan. Manager David McGurk said Headley was an "exciting young player who can cover a few positions". Headley played four games for the "Tigers" at the start of the 2019–20 season.
On 30 October 2020, Headley and teammate Mustapha Olagunju joined National League South side Welling United on a three-month loan deal. Headley made his "Wings" debut the following day in a 2–1 defeat at Eastbourne Borough. He played just one further game, however, and left Park View Road to return to Huddersfield at the start of January. He said the experience of playing senior men's football had aided his development.
On 18 December 2021, Headley joined National League side Yeovil Town on a one-month loan deal. Manager Darren Sarll said he was "drastically short" of squad members following injuries to defenders Morgan Williams and Jack Robinson. Headley did not make his league debut for the "Glovers", though did play one FA Trophy game at Huish Park. Headley was named in a Huddersfield matchday squad for the first time by manager Carlos Corberán on the last day of the 2021–22 season. Headley signed a new two-year contract in May 2022, with the club also retaining a one-year option.
On 21 June 2022, Headley, alongside Terriers teammate Josh Austerfield joined League Two side Harrogate Town on loan for the 2022–23 season. Management duo Simon Weaver and Paul Thirlwell had identified him as a "very dynamic and powerful left-back" who would be hard for the opposition to handle. After a slow start and being left out for some games in September he managed to impress enough to be considered one of the "Sulphurites" best-performing players. He was named on the League Two Team of the Week after providing an assist in a 3–0 win over Mansfield Town. Loan manager David Fox recalled him to Huddersfield on 9 January after Headley claimed two goals and two assists from 25 games for Harrogate. Both of his goals had come from strikes outside the box, against Bradford City and Carlisle United at Wetherby Road. He made his Championship debut for Huddersfield under Mark Fotheringham in a 2–2 draw at Blackpool on 7 February. Eleven days later he scored his first goal at the Kirklees Stadium in a 2–1 victory over Birmingham City in what was manager Neil Warnock's first win in his second spell at the club. Warnock used him primarily as a winger. Headley picked up a hamstring injury and missed six weeks, though recovered to play the last five games of the 2022–23 season.
On 8 August 2023, he was sent off for fouling Isaiah Jones in a 3–2 defeat to Middlesbrough in the EFL Cup. He received racist abuse on social media following the match. He competed with Yuta Nakayama for a first-team place. Headley sustained an ankle injury on New Year's Day and was left out of action for two months as a result, regaining fitness just as André Breitenreiter was installed as the club's new manager. He played regular first-team football in the 2023–24 campaign, gaining confidence and experience despite the club's relegation into League One. He made the most tackles per 90 minutes (3.1) of anybody in the Town squad and finished second in the rankings for successful dribbles and chances created for teammates.
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Jaheim Headley
Jaheim Anthony Headley (born 24 September 2001) is an English professional footballer who plays as a left-back for EFL League One club Port Vale.
Headley spent time in the youth team at Millwall, then joined Huddersfield Town's under-17 squad via the Mass Elite Academy. He had brief loan spells at Bradford (Park Avenue), Hyde United, Welling United and Yeovil Town in non-League football, before a successful loan period with League Two club Harrogate Town in the first half of the 2022–23 season. This earned him an opportunity to play for Huddersfield in the Championship and he played 54 games for the club, scoring three goals. However, they were relegated to League One in 2024 and he was sold to Port Vale in January 2025.
Born in Southwark, London, Headley is eligible to represent England, the United States or Jamaica through his heritage. He started his career at Millwall, though was released at the age of 14 and then spent a year out of the game. He trained at the Mass Elite Academy before he joined Huddersfield Town's under-17 squad in 2018. Headley had marked himself out from other young players by asking Academy head Leigh Bromby what he was looking for on the pitch. It was at the Academy that he switched from midfield to left-back, scoring seven goals in 29 starts for the under-17 team and winning the Waterworth Trophy for Academy Goal of the Year with a powerful drive in a 2–1 win over Manchester United in November 2018.
On 2 August 2019, Headley and teammate Isaac Marriott joined National League North club Bradford (Park Avenue) on a work experience loan after impressing Garry Thompson on trial. On 26 August, Headley scored his first goal in senior football to secure a 1–0 win at Darlington. On 17 January 2020, he joined Hyde United in the Northern Premier League Premier Division on a work experience loan. Manager David McGurk said Headley was an "exciting young player who can cover a few positions". Headley played four games for the "Tigers" at the start of the 2019–20 season.
On 30 October 2020, Headley and teammate Mustapha Olagunju joined National League South side Welling United on a three-month loan deal. Headley made his "Wings" debut the following day in a 2–1 defeat at Eastbourne Borough. He played just one further game, however, and left Park View Road to return to Huddersfield at the start of January. He said the experience of playing senior men's football had aided his development.
On 18 December 2021, Headley joined National League side Yeovil Town on a one-month loan deal. Manager Darren Sarll said he was "drastically short" of squad members following injuries to defenders Morgan Williams and Jack Robinson. Headley did not make his league debut for the "Glovers", though did play one FA Trophy game at Huish Park. Headley was named in a Huddersfield matchday squad for the first time by manager Carlos Corberán on the last day of the 2021–22 season. Headley signed a new two-year contract in May 2022, with the club also retaining a one-year option.
On 21 June 2022, Headley, alongside Terriers teammate Josh Austerfield joined League Two side Harrogate Town on loan for the 2022–23 season. Management duo Simon Weaver and Paul Thirlwell had identified him as a "very dynamic and powerful left-back" who would be hard for the opposition to handle. After a slow start and being left out for some games in September he managed to impress enough to be considered one of the "Sulphurites" best-performing players. He was named on the League Two Team of the Week after providing an assist in a 3–0 win over Mansfield Town. Loan manager David Fox recalled him to Huddersfield on 9 January after Headley claimed two goals and two assists from 25 games for Harrogate. Both of his goals had come from strikes outside the box, against Bradford City and Carlisle United at Wetherby Road. He made his Championship debut for Huddersfield under Mark Fotheringham in a 2–2 draw at Blackpool on 7 February. Eleven days later he scored his first goal at the Kirklees Stadium in a 2–1 victory over Birmingham City in what was manager Neil Warnock's first win in his second spell at the club. Warnock used him primarily as a winger. Headley picked up a hamstring injury and missed six weeks, though recovered to play the last five games of the 2022–23 season.
On 8 August 2023, he was sent off for fouling Isaiah Jones in a 3–2 defeat to Middlesbrough in the EFL Cup. He received racist abuse on social media following the match. He competed with Yuta Nakayama for a first-team place. Headley sustained an ankle injury on New Year's Day and was left out of action for two months as a result, regaining fitness just as André Breitenreiter was installed as the club's new manager. He played regular first-team football in the 2023–24 campaign, gaining confidence and experience despite the club's relegation into League One. He made the most tackles per 90 minutes (3.1) of anybody in the Town squad and finished second in the rankings for successful dribbles and chances created for teammates.