Having worked previously as his assistant manager at Oldham Athletic,[3] Wright followed John Sheridan to League Two side Chesterfield to serve in the same capacity, in June 2009.

[10][11] In February 2021, Wright admitted he wasn't sure whether he and manager Sheridan would keep their jobs if they won their Wigan Athletic F.C.

[15] Wright was suspended by Barnsley on 28 September 2016 pending investigation into allegations that he had taken a £5,000 cash bribe to arrange player's transfers.

[18] In August 2018, the City of London Police announced that the former assistant coach of Barnsley F.C., Wright, had been charged with bribery offenses.

Although Wright had been found guilty of taking a bribe for leaking commercial information about players to the public, he was allowed to keep his assistant job.