Complex sentence: Smith played for Hamilton Academicals before joining Port Vale in December 1913 and managed to play in the FA Cup first round clash at Bolton Wanderers on 10 January 1914, which was lost 3--0.
Split into simpler sentences: Smith played for Hamilton Academicals, before joining Port Vale in December 1913. He played in the FA Cup first round clash at Bolton Wanderers on 10 January 1914, which was lost 3--0.