Harry joined Southend United in September 2015, following a successful trial period with the Club. 

He made his debut in August 2016, scoring in a 2-0 win over Brighton and Hove Albion. 

Harry has demonstrated his versatility while at the Club, playing as a centre-back and in a left-back position.

His performance early in the 2017/18 season earnt him DeVine’s Player of the Month Award for September and he was rewarded with a new, long term contract.