After his playing career was cut short by injury, Still began managing non-League clubs around his hometown area of East London, Essex and Kent, achieving title wins and promotions with Leytonstone & Ilford, Dartford, Maidstone United and Redbridge Forest.

After leaving Peterborough, Still became a coach at Third Division club Lincoln City before being appointed as manager of their divisional rivals Barnet in June 1997.

[4] In preparation for 1997–98, Still primarily signed players he had worked with at Peterborough, including Ken Charlery, Greg Heald, Billy Manuel, and Scott McGleish.

At the time, Barnet were sitting in tenth place in the league, but soon suffered a sharp loss of form and plunged down the table to the relegation zone.

[13] However, Culverhouse left the club in January 2001 to become youth team coach at Leyton Orient and Still subsequently resigned as manager one month later.

[14] Still remained as Barnet's director of football until the end of 2001–02, before leaving to become the assistant manager of Third Division club Bristol Rovers in May 2002, joining up with Ray Graydon.

[22] Still continued building his squad, signing Carshalton Athletic winger Sam Saunders and White Ensign striker Paul Benson, who was playing in the Essex Olympian League – the eleventh tier of English football.

[26] The team continued its winning form and, on 7 April 2007, won the Conference National title and promotion to League Two for the first time in the club's history with five matches of the season left to play.

The Daggers won 3–2, with goals from Paul Benson, Danny Green and Jon Nurse, and were promoted to the third tier of English football for the first time.

[4][37] Still won the BBC London Sports Personality of the Year award for this achievement, beating Premier League winning manager Carlo Ancelotti and European Athletics Championship goal medallist Mo Farah, amongst others.

[6] Still underwent an operation during the middle of the season to cure an ongoing problem with kidney stones and gallstones; this kept him from attending a number of matches, leaving assistant manager Terry Harris in charge.

[42] In January 2013, striker Dwight Gayle was sold to Championship team Peterborough United for a club-record fee of £470,000, which left Still feeling "a bit undermined".

[54] On 15 April 2014, Luton confirmed their return to the Football League and claimed the Conference Premier title after second-placed team Cambridge United lost 2–0 to Kidderminster Harriers.

[58] Still's Luton team began 2014–15 strongly, topping the League Two table after the first 15 matches, resulting in him receiving the Manager of the Month Award for October.

[59] The club remained in contention for automatic promotion for much of the season until a run of seven consecutive losses throughout March and April left them struggling to stay in the play-off positions.

[61] BBC Three Counties stated that: "Still's reign ended in boos [following a 4–3 home defeat to Northampton Town], but he'll be forever remembered as the Hatters boss who returned Luton to the Football League.

[71][72] During the nine seasons he spent in his second stint as manager of Dagenham & Redbridge, his team primarily employed direct, attacking long ball football.

[81] He has won praise for his man-management and talent spotting skills, especially his ability to discover young players in non-League football at the sixth tier and below, develop them and then sell them – often for a significant profit.

[71] Players that Still has developed that have gone on to play at a higher level include Marlon King, Craig Mackail-Smith, Paul Benson, Sam Saunders, Danny Green, and Dwight Gayle.

Dagenham & Redbridge managing director Steve Thompson has stated that Still's ability to do this kept the club consistently able to compete while operating on a far smaller budget than its rivals.

[82] Still's reputation for nurturing talent, combined with his vast array of contacts within the game gained through decades of coaching,[83] have also led to highly rated young players from Premier League academies joining his teams on loan.

Examples include Marlon Pack and Matt Ritchie at Dagenham, and Cameron McGeehan, Pelly Ruddock Mpanzu and Elliot Lee at Luton.