Since retiring from playing Hill has been assistant manager to
John Gregory at both
Wycombe Wanderers and
Queens Park Rangers,
Brian Little at
Aston Villa,
Martin Wilkinson at Northampton Town,
Andy Hessenthaler at
Gillingham,
Tranmere Rovers and was first-team coach at
Reading. He has also coached at
Swindon Town, scouted for
Derby County and managed
Stevenage Borough. In June 2010, Hill was appointed technical advisor to the
Ethiopia national football team and worked with them during
African Nations qualifying games. In June 2011, Hill was appointed assistant manager to
FC Kairat in the
Kazakhstan Premier League. On 12 September 2012, Hill was appointed manager of
Conference South club
Eastleigh. In his first season, he led Eastleigh to the Conference South Play Off Semi Finals. At the start of the 2013–14 season Eastleigh were big favourites to win the league. Under Hill's guidance he led Eastleigh to the
Conference South title and promotion in the 2013–14 season. The 2014–15 season saw Eastleigh in the Conference Premier, the highest level of football the club had ever competed at, with Hill taking Eastleigh to the Play Off Semi Finals at the end of that season. During his initial spell as manager of Eastleigh, Hill achieved a win ratio of 62%. Hill resigned at Eastleigh on 23 September 2015 after just over 3 years in the job, following a run of five games without a win, culminating in a 5–2 defeat to
Dover Athletic. Leaving the club, Hill said it felt like a break-up, and it was time for a change for both himself and the club. On 9 September 2016, Hill returned to management, replacing
Pablo Asensio as boss of
National League South club
Whitehawk. On 29 November 2016 Hill left Whitehawk and joined
Aston Villa to be part of Steve Bruce's recruitment staff. Following the departure of Martin Allen as manager at
Eastleigh, after a run of seven games without a win, Hill returned to The Spitfires as Director of Football and caretaker manager on 23 February 2017. Between May 2018 and July 2020, Hill held the position of Head of Football Operations at
Sunderland. He came under criticism from supporters of the club on account of what was perceived as poor transfer business, however received support from owner
Stewart Donald whom Hill had previously worked with at Eastleigh. In March 2023, Hill once again returned to Eastleigh in the role of Club Director. Following the departure of
Lee Bradbury in August 2023, he was once again placed in temporary charge of the first-team. On 28 September, he was given the job on a permanent basis. He was sacked on 17 February 2024. On 24 February 2026, Hill was appointed manager of Eastleigh for a fourth spell on an interim basis until the end of the season. ==Honours==