 Cresswell started his career with York City in their youth system , making his first team debut in a Second Division match in 1996 . Having scored 19 goals for York in the 1998 – 99 season he signed for Premier League team Sheffield Wednesday in 1999 . After their relegation the following year he joined Leicester City of the Premier League , but was loaned to First Division side Preston North End in 2001 and played for them in the 2001 First Division play @-@ off Final . He signed for Preston permanently in the summer . He had four full seasons with Preston , scoring a career best 21 goals in the 2004 – 05 season , which culminated in defeat in the 2005 Championship play @-@ off Final . 
