His debut as a commentator came during an international match between
Ireland and
Afghanistan. Leonard caught the attention of Nepali broadcasters who invited him to join the commentary team for the
Everest Premier League in 2018 and Nepal premier league. Leonard serves as the lead commentator on
ICC's pathway events. which broadcast World Cup and T20 World Cup qualification matches for both men and women around the world. This project commenced in 2020, marking the first time such extensive coverage was provided, with over 540 games broadcast by the ICC in collaboration with
IMG. Throughout his career, Leonard has commentated on over 500 international matches, from all corners of the world. Additionally, Leonard was involved at the
2022 Under-19 Men's Cricket World Cup in
Trinidad. During the tournament, Leonard was on call when an earthquake rocked the Media Center at the
Queen's Park Oval. during the Presentation. == Advocacy for associate cricket ==