Stephen was born in Sydney, Australia to a Chinese father and an Irish mother. He started playing football when he was young, growing up in Australia. He moved to Japan when he was 7 years old. He joined FC Komazawa in 2007, where he was still playing as a midfielder or striker. He left the club in 2009 as he moved to Hong Kong.
HKFC
Stephen joined HKFC in the 2009–10 season. He was part of the team which was promoted to the First Division at the end of that season.
He started playing in a professional football league with HKFC in the 2010–11 season. He featured 8 league games in the season but failed to help the team avoid relegation to the Second Division. He stayed at the club competing in the Second Division.