Complex sentence: He played football at a young age for three junior teams (Christian Boys College, East Melbourne and Coburg Juniors) and would trial to play for Collingwood but was rejected, but would star in a pre-season match in a second attempt, beating superstar Fred Leech.
Split into simpler sentences: He played football at a young age for three junior teams (Christian Boys College, East Melbourne and Coburg Juniors) and tried out for Collingwood. He was rejected, although he did star in a pre-season match in a second attempt, beating superstar Fred Leech.