Before joining BBC Radio Leeds, he worked for sports journalism agency Hayter's.
He also commentated on both legs of Leeds United's UEFA Champions League first round tie with VfB Stuttgart in September 1992, in which after coming back from a 3–0 first-leg deficit to win 4–1, he remarked that their fans were 'proud as punch' of Howard Wilkinson's team and they were to be eliminated on away goals,[5] but it went into a play-off which they won 2–1 on 9 October.
[6] He then joined ITV in February 1998 and his first match for the network was a replay of an FA Cup sixth round tie between Sheffield United and Coventry City on 17 March.
He was immediately selected to be part of the commentary team as their junior correspondent for the 1998 FIFA World Cup in France, replacing John Helm.
[7] Drury commentated on the 2014 FIFA World Cup final match between Germany and Argentina on 13 July 2014 at the Maracanã Stadium.
[8] In 2015, Drury replaced Jon Champion as the primary commentator in the Pro Evolution Soccer video game series, starting with Pro Evolution Soccer 2016,[9] having also narrated Sony's This Is Football series earlier.
[12] On 31 May 2022, following the conclusion of the 2021–22 season, Drury announced that he had left Premier League Productions, but he would continue to commentate on the Premier League into next season after joining NBC Sports, replacing Arlo White (who was then signed by LIV Golf) as their lead play-by-play commentator.
[13][14][15] On 18 June 2023, it was announced that Drury would join Sky Sports, doing one game a week on Sunday, Monday, or midweek.