Jackson is a 70.3 triathlon specialist who has earned the respect of fans and peers as one of the best all arounders on the circuit. He is a threat to win every time he toes the line, with 4 Ironman 70.3 victories and 14 podiums since 2018 alone. Despite a serious bike crash at the 2019 Ironman 70.3 World Championship, requiring 2 surgeries, he has returned to form with a win and a 70.3 podium in 2020.
In 2021, Jackson continued his upward trajectory with breakthrough performances. He had three 70.3 podiums, including a win at Ironman 70.3 Ecuador. He then won his match for Team Internationals at the Inaugural Collins Cup. His A race of 2021 was the Ironman 70.3 World Championship, where he finished 5th, cementing his name among the worlds best long course athletes. These performances have earned him 10th in PTO world rankings.