Crewe Alexandra Holland was appointed as a youth coach at
Crewe Alexandra in 1992 by
Dario Gradi, who had coached Holland as a schoolboy. Holland had successfully completed the FA Full Coaching Licence aged 22, one of the youngest recipients of the coaching award. Holland went on to work at the club for 17 years working with young players of every age in the club's highly successful youth
Academy. Holland slowly made his way through the coaching ranks at Crewe before becoming the club's Academy Director. Holland also had a spell as first team coach during the club's successful period in the
Championship. At the start of the
2006–07 season, Gradi revealed that Holland would be involved more in the first team set-up for the season. On 20 April 2007, it was announced by the football club that Gradi would be taking up a new role as Technical Director on 1 July 2007 while Holland would be promoted to the role of First-Team Coach, whilst keeping his job as Academy Director. He left this role on 18 November 2008 and was replaced by former manager Dario Gradi, after which he held talks with the club to decide his future there. In May 2011 Holland won the Premier Reserve League, beating Blackburn in the play-off final at Stamford Bridge. On 29 June 2011, it was announced that Holland would become assistant first team coach at Chelsea under new manager
André Villas-Boas. When Villas-Boas was dismissed on 4 March 2012 and
Roberto Di Matteo was appointed caretaker manager of Chelsea, Holland filled the role of assistant manager. He continued in this position under the interim manager
Rafael Benítez. In 2013, Holland continued in his role as assistant manager under
Jose Mourinho. In December 2015, Holland took temporary charge for a Premier League fixture against
Sunderland. In January 2016, Holland became assistant manager to
Guus Hiddink for the remainder of the 2015–16 season and in July 2016, Holland became assistant to
Antonio Conte. Holland left Chelsea after the 2016–17 season ended, following his appointment to a position with the England national team.
England In August 2013, Holland was appointed assistant manager to the new
England under 21s manager
Gareth Southgate. Following the appointment of Gareth Southgate as the caretaker of the
England national football team on 27 September 2016, when
Sam Allardyce resigned after one game due to
a corruption scandal, Holland also became assistant manager for the senior team. After the England team reached the
final of the delayed
UEFA Euro 2020 in 2021, Holland was appointed
Member of the Order of the British Empire (MBE) in the
2022 New Year Honours for services to association football.
Yokohama F. Marinos On 17 December 2024, Holland was appointed as manager of
J1 League club
Yokohama F. Marinos. He was sacked on 18 April 2025.
Manchester United In January 2026, Holland was announced as assistant to head coach
Michael Carrick at
Manchester United. ==References==