Darren Caskey

Caskey was born in Basildon, Essex. A central midfielder, he started his career as a trainee at Tottenham Hotspur, but failed to live up to early potential. He went on to have notable spells at Reading and Notts County, also playing for Peterborough United and Rushden & Diamonds, where he scored once against Shrewsbury Town. He ended his career as a player and assistant manager with Ilkeston Town, remaining in the same role with Ilkeston after the original club's liquidation.

He captained the England national under-18 team that won the 1993 UEFA European Under-18 Championship, scoring the winning penalty kick in the 1–0 victory against Turkey in the final. He was capped by the England schools team.

Caskey combined his playing duties with the role of assistant manager for Ilkeston Town and Ilkeston under manager Kevin Wilson. In September 2013, he became assistant manager at Gateshead under Gary Mills. Caskey followed Mills to Wrexham on 1 June 2015, after compensation was agreed between the two clubs. Caskey left the club on 26 October 2016, shortly after Mills was dismissed. Caskey had already been assisting Mills after his appointment at York City, working without a title or a contract. He eventually adopted the position of football consultant. He was dismissed alongside Mills on 30 September 2017.

His son Jake plays for Woking.