His uncle Mike Druce, Australian slalom coach, introduced him to paracanoeing at the age of fourteen.

[4] At the 2016 ICF Paracanoe World Championships in Duisburg, Germany, he finished second in the Men's 200 m KL3 B Final.

[7] At the Rio Paralympics, at the age of seventeen, he finished sixth in the Men's KL3 semi-final and did not qualify for the final.

[8] At the 2017 ICF Canoe Sprint World Championships, Račice, Czech Republic, he finished fifth in the Men's KL3 200m.

At the 2019 ICF Canoe Sprint World Championships, Szeged, Hungary, he finished fourth in the Men's KL3 200m.

[14] In the lead up to the Paralympics, Littlehales won a silver medal at the 2024 ICF World Para Canoe Championships in Szeged, Hungary.

[15] Littlehales is coached by Paul Hutchinson, David Birt and Shaun Caven and is a member of the Avoca Kayak Club.