Career
Moss started his career as a trainee at Chester. He made his début for the club back in November 1998, in Chester"s 2–1 loss against Brentford. During Moss"s Chester career he played in 62 games for the club, in those games he received nine yellow cards and two red cards.
In June 2001, Moss joined Shrewsbury Town on a free transfer, making his début in August 2001 in Town"s 3–1 loss against Hartlepool United.
Moss was one of Shrewsbury"s few key players as the club endured a poor 2002-2003 campaign which saw them relegated from the Football League. A notable moment for Moss was scoring the winning penalty in the Conference playoff semi-final against Barnet, a game that eventually was settled by penalties.
In March 2005, Darren Moss joined Dario Gradi"s Crewe Alexandra, the north-west based club buying him for £170,000. He made his début in Crewe"s 4–1 defeat to Wolverhampton Wanderers.
A combination of injuries and the signing of Jon Otsemobor from Rotherham United in the January transfer window left Moss without a place in the first team
This was until Otsemobor rejected a new contract at Crewe, which put him on the transfer list, with Gradi looking for a replacement for the speedy full-back. Towards the end of the 2006-2007 season, rumours linked Moss with a move back to his former club Shrewsbury Town. These rumours were fuelled further when Moss turned down an extension to his contract at Crewe.
In May 2007, only days after Shrewsbury narrowly missed out on promotion, Moss re-joined Shrewsbury Town on a free transfer.
Moss made 31 league appearances in 2007-2008, scoring twice. Both goals came in local derbies, against his former club Chester and Wrexham.
On 29 June 2009, he signed a two-year deal with Morecambe after being heavily linked with them, but struggled to hold down a regular first team place and left by mutual consent in October 2010. In January 2011, Moss" career took a new turn as he signed for Welsh Premier League club Bangor City.
He made eight appearances for the club before leaving in the summer.
He went on to sign for Nantwich Town.