Luke Shaw became the most expensive teenager in the world when he moved to Manchester United for £30m in the summer of 2014.
The left-back had risen through the ranks at Southampton and, despite some injury setbacks, the England international has played some of his best football in recent years which has earned him a new deal at Old Trafford. It means, by the end of his contract, he'll have spent over a decade in Manchester.
He was signed by Louis van Gaal and has since played under Jose Mourinho, Ole Gunnar Solskjaer, Ralf Rangnick and now Erik ten Hag. Much has changed since his initial arrival, notably the personnel at the club, as they continue to refresh the playing group.
