He initially started playing in Tranmere Rovers' academy while attending Calday Grange Grammar School before joining Liverpool.
He featured in a number of games at centre-half for the reserves throughout 2004 but manager Rafael Benítez, having been impressed since his arrival in the summer, saw his best position as right-back.
Having been released from Carlisle United, new Shrewsbury Town manager Graham Turner announced Raven as his second permanent signing.
His third career goal was an extra-time winner against Celtic, in the 2014–15 Scottish Cup semi-final at Hampden Park, Glasgow, on Sunday 19 April 2015.
[10] On 30 April Inverness CT announced that Raven had signed a one-year contract extension, keeping him at the club until the end of the 2015–16 season.
[14] On 26 January 2018, Raven joined Wrexham and made his debut the following day in a 2–2 draw against former club Tranmere Rovers and alongside former Inverness teammate Scott Boden.
He made two appearances for the club in the FA Cup against Halifax Town in the initial 2–2 draw on 20 October 2018, and the 2–0 loss in the replay three days later.