Wilson studied English at
Oxford University and was the sports editor of the student paper,
The Oxford Student. He read for a Master's degree at
Durham University, where he was a member of the
Graduate Society. Wilson was the main contributor to a feature on
The Guardian website, "The Question", in which he analyses modern trends and evolutions in football. "The Question" has included articles on the decline of the box-to-box midfielder, the importance of the modern full-back and the evolution of the defensive striker. He is currently the main football columnist for
The Observer. His book,
Inverting the Pyramid, was shortlisted for the
William Hill Sports Book of the Year in 2008, and won 'Best Football Book' at the
British Sports Book Awards in 2009. Nine of his other books have also been shortlisted for the award.
Inverting the Pyramid also won the Premio Antonio Ghirelli and was shortlisted for the German football book of the year award. His book,
Angels with Dirty Faces, which covered the history of
football in Argentina, won "Best Football Book" and "Best Historical Book" at the Polish Sports Book Awards (Sportowa Książka Roku) in 2018. The Names Heard Long Ago won "Best Foreign Football Book" at the awards in 2023. He won
FSA Football Writer of the Year in 2012, 2017, 2021 and 2024. == Personal life ==