Complex sentence: He was awarded his first professional contract in 2010, when he was given a two and a half-year deal by Bristol Rovers on his seventeenth birthday after being a regular for the under-18s team, captaining them at the age of 17.
Split into simpler sentences: He was awarded his first professional contract in 2010, when he was given a two and a half year deal by Bristol Rovers on his seventeenth birthday. After being a regular for the under 18s team captaining them at the age of 17.