Taylor began his coaching career while still a player at Swindon Town and, upon retiring from playing in 2019, he moved to Tottenham Hotspur to coach their U18s. He landed his first Football League management job in May 2021, taking over as head coach of Walsall. He was dismissed in February 2022 and hired at Shrewsbury Town in League One in June 2023. He was then sacked in January 2024. He was appointed as Wealdstone manager in May 2024.
His displays led to interest from Premier League clubs, but he instead decided, in July 2002, to sign for First Division team Portsmouth for £750,000.[7] The fee was set averting the need for a tribunal, causing Luton manager Joe Kinnear to lament: "at least Dick Turpin had the decency to wear a mask".[8]
Usually playing as a left wing-back in a 3–5–2 formation, his speedy breaks down the left flank in support of the attack were a feature of Portsmouth's play as they won the First Division title in May 2003. As well as being a regular in the team during the season, he also scored seven goals in the League.
An injury picked up in the later stages of the previous season meant that Taylor was unavailable for the start of Portsmouth's first Premiership season. After returning to fitness, Taylor struggled to win his place in the side back due to the side's good early season form and Harry Redknapp's switch to the 4–4–2 formation. Taylor eventually won a place in the Pompey team at left back, where he was a regular in the second half of the 2003–04 season and appeared to be regaining form. Despite failing to score a league goal in his Premiership debut season, Taylor did hit the equaliser in an FA Cup tie at Anfield on 15 February 2004, when he ran the length of the pitch to celebrate with the supporters after a forceful right-footed finish at the Kop End.[9]
Taylor's first Premiership goal came against Middlesbrough on 1 February 2005.[10] The summer signing of David Unsworth from Everton meant Taylor only became a regular in the side in the second half of the season.
New manager Alain Perrin utilised Taylor as a left midfielder during the 2005–06 season. On 29 October 2005, he scored from 40 yards at Sunderland's Stadium of Light, winning the BBC Goal of the Month.[11] Spotting the goalkeeperKelvin Davis off his line, Taylor hit a dipping left-footed half-volley over Davis' head and into the back of the net. Portsmouth had been trailing Sunderland 1–0 in the crucial "six-pointer" but Taylor inspired a second half comeback with two goals and two assists in a 4–1 victory.[12] When Harry Redknapp returned, Taylor initially retained his attacking role but the arrival of Andrés D'Alessandro on loan and Redknapp's disapproval of Perrin's left-back, Grégory Vignal, meant that Taylor returned to full-back for the latter stages of the season. In all he played 34 league games, scoring six goals. Two of these were crucial penalties in 2–1 victories; one in the last minute against Sunderland, and another in an away game at Wigan Athletic on 29 April 2006 to secure survival from relegation.[13]
His good form for Portsmouth attracted interest from Tottenham Hotspur and Fulham, but he signed a long-term contract with Portsmouth in July 2006.[14] In the 2006–07 season, Taylor was a regular in the Portsmouth side on the left of midfield. Despite the team's good form, it took until early December for him to score his first league goal, in a game against Aston Villa.[15][16] He then added a second from the penalty spot in the same match before going on to score spectacular volleys in the next two games against Everton and Arsenal.[17][18]
His first-half goal against Manchester United at Fratton Park in April 2007 sent Portsmouth on their way to a 2–1 victory over the Premier League champions. His final goal for Portsmouth was a penalty kick in August 2007, in a 3–1 win over Bolton Wanderers, the club he moved to five months later.[citation needed]
After losing his place in the Portsmouth team to Niko Kranjčar in the first half of the 2007–08 season, Taylor moved to Bolton Wanderers on 17 January 2008 for an undisclosed fee, after rejecting an offer from Sunderland.[19] On 29 March 2008, Taylor scored his first goals for Bolton with a brace in the 3–2 home defeat to Arsenal.[20] On 11 May 2008, Taylor scored his first away goal for Bolton with a last minute equaliser, gaining Bolton a 1–1 draw against Chelsea on the last day of the 2007–08 Premier League season.[20] In July 2008, having previously worn number 32, Taylor was given the number 7 shirt previously worn by Stelios Giannakopoulos. Taylor scored the 50th goal of his career in a 3–1 win at West Ham United on 5 October 2008[21] and reached double figures in the league for the first time when scoring against Chelsea on 11 April 2009.[22] In July 2009, he signed a new long-term contract at Bolton Wanderers. In the 2009–10 season, after the Blackburn Rovers game blood tests showed that Taylor had developed glandular fever.[23]
West Ham United
On 23 July 2011, Taylor signed for West Ham United for an undisclosed fee on a three-year contract.[24] He made his competitive debut on 7 August 2011 in 1–0 home defeat to Cardiff City[25] and scored his first goal in West Ham's 4–3 win over his former club, Portsmouth, on 10 September.[26]
Burnley
On 4 July 2014, newly promoted Premier League club Burnley confirmed that they had signed Taylor from West Ham United on a two-year deal, on a free transfer.[27] Taylor played in Burnley's first three games of the 2014–15 season but sustained an Achilles' heel injury for which he underwent surgery in October 2014.[28] Taylor returned to the first team on 11 April 2015, coming on as a late substitute in a 1–0 home defeat to Arsenal.[29] In his third game back, he missed a penalty kick which would have put Burnley 1–0 up in an important game against Leicester City to avoid relegation from the Premier League. Leicester won the game 1–0 scoring 59 seconds after Taylor had missed his penalty.[30]
Taylor was released by Burnley at the end of 2015–16 season after making 37 appearances, scoring four goals.[31]
Northampton Town
On 1 August 2016, Taylor signed for newly promoted League One club Northampton Town on a one-year contract.[32] He debuted on the opening day of 2016–17 in a 1–1 draw at home to Fleetwood Town.[33] His first goal for Northampton came from a 20-yard free kick in a 3–2 victory at home to Milton Keynes Dons on 4 September, and this was followed up with a goal in the following match, a 2–0 win at home to Walsall.[33][34] Taylor finished the season with 48 appearances and eight goals,[33] and signed a one-year contract extension after a clause in his contract was triggered.[35]
Swindon Town
On 22 August 2017, Taylor signed for League Two club Swindon Town on a one-year contract.[36] Four days later, Taylor made his debut during Swindon's 3–0 home defeat against Crawley Town, replacing Amine Linganzi in the 53rd minute.[37] On 22 September 2017, Taylor scored his first goal for Swindon in their 2–0 away victory over newly promoted Forest Green Rovers, doubling the visitors lead in the 91st minute.[38]
On 6 June 2018, Taylor signed a new one-year deal with Swindon, agreeing to continue his player/coach role.[39] In March 2019, Taylor announced his intention to retire from football at the end of the 2018–19 season.[40]
Coaching career
Early years
Taylor completed his coaching badges during his playing career and spent time working alongside Luton Town's under-15 and under-16 teams while at West Ham United.[41]
Taylor was appointed head coach of Tottenham Hotspur Under-18s upon his retirement from football in 2019.[45]
Walsall
On 19 May 2021, Taylor was appointed at League Two club Walsall, succeeding Brian Dutton at the turn of the month.[46] After losing 1–0 on his debut at Tranmere Rovers on 7 August, he gained his first win by the same score at home to Stevenage on the fifth matchday, three weeks later.[47] The Saddlers went unbeaten in October, winning and drawing an equal share of their six games; this earned Taylor a nomination for EFL League Two Manager of the Month, alongside the Exeter Citymanager of the same name.[48]
Taylor was relieved of his duties at the club on 9 February 2022. The club had been approaching a play-off place before the turn of the year, but seven consecutive defeats left them four points above the relegation zone.[49]
Shrewsbury Town
On 26 June 2023, Taylor was appointed head coach of League One club Shrewsbury Town on a contract of undisclosed length. He was their first appointee to bear the title head coach instead of manager, due to the creation of a director of football role for Micky Moore.[50] Taylor, alongside assistant head coach Marcus Bignot, was relieved of his duties on 21 January 2024 after a poor run of seven defeats in eight games.[51]
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