After making his first appearance for the Club during his school years, Harry's debut season was 2003/4 under the captaincy of Ed Thorn. Using his awareness and creativity, Harry was able to establish himself as a regular in the 2s midfield. Happy on either wing, he used a combination of vision and unnecessary stepovers to bewilder opponents along with the odd perfectly timed through pass. Being a confidence player, a JLC Final medal in 2006 helped to quell any concerns of a lack of form.

Following a broken leg vs Charterhouse in February 2010, Harry slotted nicely into a fullback role allowing him a say in defensive matters. His communication and calmness on the ball enabled the team to build attacks from the back.

Having been Vice Captain for a number of years, his meticulous planning and liaison with Chopra led the team to the most successful stint in OHAFC 2nd XI history culminating in a second JLC trophy in 2011 - Hazza describing it as 'the best day of my life'.

Season 2013/14 saw Harry the fittest he has been for some time, with his gym work paying dividends and allowing him to train in midweek as well as play at weekends. He was rewarded with a call-up to the 1st XI thanks to poor availability but did enough to show he was capable of playing at the higher level and put in a fine display in the 2-1 win over Lancing, creating the Harrow equaliser with a fine run and cross from which de Rougemont scored.

After being deployed in a defensive midfield role in the 2nd XI promotion campaign in 2016/17, Harry has settled into centre back as the team strives to compete in the stubbornness of Division 2.

Harry was Hon Fixture Secretary from 2006-2008 and was elected Hon Secretary in May 2011. He was awarded the Charles Clover Brown Award at the Club dinner in February 2015.