At 14, with the Jack Walker millions being poured into the youth system at Blackburn Rovers, Featherstone was recruited from their Yorkshire rivals by Kenny Dalglish.
After many changes at Blackburn, despite winning the golden boot in the Milk Cup competition in Ireland, and many good performances at youth and reserve level, he was transferred to Scunthorpe United for an undisclosed amount.
He also holds numerous non-executive directorships on the boards of publicly listed companies in the UK.
Featherstone is an active agent within the European football market and is especially known for his presence in Italy.
He is the only English intermediary registered as a licensed agent with the FIGC and CONI (Italian sporting governing bodies) cementing him as a firm favourite for Players for moves between the UK and Italy.