Complex sentence: At the age of 19 he became the youngest player to play in all four divisions of the Football League and during his playing career he won promotion with Hartlepools United, Derby County and Nottingham Forest.
Split into simpler sentences: At the age of 19 he became the youngest player to play in all four divisions of the Football League. During his playing career he won promotion with Hartlepools United, Derby County and Nottingham Forest.