He first joined the local Royal Victoria Yacht Club (England) back in 2008, where he started his official sailing journey at the age of eight.

[6] After joining the Royal Victoria Yacht Club (RVYC) he began training in the Optimist where he progressed his basic skills learning the fundamentals of sailing and later on racing.

In the following years he proceeded to race at the national level but only placing as high as 11th out of 78 in the South Coast Championships in 2011, hosted at the Royal Lymington Yacht Club.

2018 and 2019 saw him compete at multiple UK World & European Qualifier events, though a string of bad luck with broken masts and kit malfunctions prevented any further progression steps in the ILCA class until later years.

[11] This time round saw the Isle of Wight sailors net consistent results across both fleets securing Team Silver medals.

[12] Post COVID-19 pandemic proved to be a turning point for Harry as he gained better and more consistent results at various sailing regattas and events in addition to breaking a Guinness World Record.

After taking ownership of their Squib, Kestrel (835) the brothers proceeded to compete at the front of the fleet, assisted by their in-depth knowledge of the local Solent area.

[3] This historic achievement led them to be nominated and subsequently crowned British Young Sailors of the Year 2022[17] at the Royal Thames Yacht Club in Knightsbridge.

[20] They lost their defence of the Musto Young Skippers Trophy by only 1.55 points to Palaver[21] and finished 3rd in the Squib Class overall for a second year running.