Josh Little emerged through Cricket Ireland's development programme, picking up softball cricket for the first time as a ten-year-old at the St Andrews Primary School and being guided by his development cricket coach in Dublin Andrew Leonard who is now a renowned broadcaster. He soon rose through the ranks during his stint at Pembroke Cricket Club through the Under-11 programme and also played alongside the likes of future Irish captain Andy Balbirnie for Pembroke Cricket Club in Under-15 age category level matches. Little also plied his trade in the sport of field hockey at Monkstown Hockey Club and even represented Ireland national field hockey team at age-group level especially for the Irish Under-16 side. At the age of 16, he was used as a net bowler for Ireland's bilateral home series against Sri Lanka in 2016. In December 2022, Gujarat Titans brought Little in the Indian Premier League auction ahead of 2023 season. This made him the first ever Irish player to get an IPL contract. He made his IPL debut for Gujarat Titans against Chennai Super Kings on 31 March 2023, taking the figures of 1-41 from 4 overs and in the process, becoming the first Irish cricketer to play in the IPL and take a wicket.