First spell with Lincoln City With his playing career winding down, Alexander was appointed youth team coach for
Lincoln City, during which time he developed the likes of
Darren Huckerby and
Matt Carbon. At the end of the 1992–93 season, Lincoln's chairman
John Reames announced that
Steve Thompson's contract as first team manager would not be renewed and Alexander was placed in caretaker charge, steering the Imps to a 2–0 home victory over
Darlington in the final game of the season. Officially appointed to the role in the summer of 1993, Alexander became the first permanently appointed black manager in the
Football League; Edwin Stein had earlier been in temporary charge at
Barnet. He lasted only a season in charge before
Sam Ellis succeeded him in the hot seat.
Lower league management For the best part of a decade, Alexander then managed two semi-professional teams,
Ilkeston Town during 1996–2000 and
Northwich Victoria during 2000–01. During his time at Ilkeston, Alexander ensured the club's highest ever league placing, as well as two
FA Cup runs that witnessed the side beat league opposition in the form of
Boston United and
Carlisle United. He is believed to be "the most successful manager in Ilkeston Town's history".
Return to Lincoln City On 11 July 2001, Alexander returned to
Sincil Bank as Director of Coaching on a three-year contract. He was tasked with ensuring the continuity of coaching and football from the Centre of Excellence through youth to the first team and acting as
Assistant Manager to
Alan Buckley, his former
Grimsby Town manager. With Lincoln entering administration at the end of the
2001–02 season, Buckley was relieved of his duties as manager on financial grounds and Alexander placed in charge of all football matters.
2002–03 season On 3 May 2002 Lincoln successfully petitioned to go into administration but the financial crisis would leave the first team squad bereft of players as the day saw five senior players –
Jason Barnett,
Grant Brown,
David Cameron,
Steve Holmes and
Justin Walker – released at the end of their contracts with a sixth,
Lee Thorpe, departing for
Leyton Orient. A hectic day finished with confirmation of Alexander's official appointment as team manager. Three other senior players,
Tony Battersby,
Kingsley Black, and
Ian Hamilton, would later leave the club by mutual consent as their contracts, including appearance money, had made them too expensive for Alexander's plans. Remaining at the club were former
Tottenham Hotspur youngsters
Alan Marriott and
Peter Gain, Northern Ireland B international centre-back
Paul Morgan along with midfielders
Adam Buckley,
Mark Camm and
Ben Sedgemore and wing-backs
Mark Bailey and
Stuart Bimson and Alexander complemented their talents with a series of signings from outside of the
Football League. After just one week in the job, Alexander completed his first two signings bringing
Ben Futcher and
Dene Cropper to the club on initial one-year contracts. One week later, Alexander made a second double swoop with
Simon Weaver and
Simon Yeo joining the ranks. Alexander oversaw an upturn in fortunes at the club, who were now owned by their
Supporters' Trust. He used direct tactics and, following a good season with an impressive away record, they finished in the play-off places with a chance of promotion to the
Second Division. However, Lincoln were defeated by
AFC Bournemouth in the play-off final at the
Millennium Stadium,
Cardiff. The 5–2 result established a new record for goals scored in a playoff final. Alexander was highly praised for his work at Lincoln during the
2002–03 season, taking a club that had finished two places off the bottom of the League and was working its way out of administration, to a play-off position on a shoe-string budget. He subsequently earned the nickname 'Alexander The Great'. Despite still sitting in 8th in the league, his contract was mutually terminated following 6 straight league defeats in January 2007.
Macclesfield Town Alexander was appointed manager of
Macclesfield Town on 27 February 2008, signing a contract until the end of the season.{{cite news He signed a two-year contract extension on 18 January 2010.{{cite news ==Charitable work==