Despite still being eligible for under-20 rugby, Leonard showed clear composure from stand-off in the RaboDirect Pro 12 and Heineken cup.
For the 2013–14 season, Leonard was drafted to Melrose and played a key role in their win over defending club champions Ayr.
On 2 April 2014, Leonard signed a contract to join Yorkshire Carnegie who compete in the RFU Championship from the 2014–15 season.
[2] After two seasons with Yorkshire Carnegie, and despite a decent scoring record for the side, Harry signed for ambitious Rosslyn Park playing in National League 1.
[3] His debut season with Rosslyn Park was very successful for Harry on a personal note as he finished as the divisions top scorer for 2016-17 with 265 points.