Naylor quickly established himself as first choice left back for Celtic and was nominated for the 2007 SPFA Player of the Year award.
Naylor moved to Welsh side Cardiff City who play in the English Championship in 2010 after his contract expired at Celtic.
Naylor represented England under-21s several times but despite being linked with the full national team, while at Celtic, he never received a call-up.
Naylor was born in Walsall, West Midlands,[1] and educated at Sneyd Comprehensive School in nearby Bloxwich.
Naylor signed for Celtic on 23 August 2006 for £600,000 plus Charlie Mulgrew on a three-year contract and immediately became the team's first choice left back, winning the SPL October Player of the Month award.
[7] Naylor was selected less during Cardiff's poor run of the season, in November and December, and eventually dropped for the Swansea City game at Liberty Stadium.
On 9 April, Naylor returned to playing, coming on as a half time substitute for Blake, against Doncaster Rovers, then again came on against Sheffield United.
He made his last appearance of the season against Reading, coming on for the injured Paul Quinn, in the play-off semi final, first leg.
However, despite this Naylor found himself behind new left back Andrew Taylor, playing his first competitive game under Mackay against Oxford United.