2020s
Jackson moved to Team Sunweb for the 2020 season, [3] competing in only eleven races due to the COVID-19 pandemic. Jackson moved to Liv Racing for the 2021 season. [5] That July, Jackson received a last minute quota spot to enter the road race competition at the pandemic-delayed 2020 Summer Olympics, [16] with Jackson finishing 32nd. [17] Following her wins in both the Canadian National Road Race Championships and the Canadian National Time Trial Championships, and a sixth-place finish in the women's road race at the UCI Road World Championships in Belgium, [18] Jackson signed a contract extension with Liv Racing. [19] She won the points classification at the 2022 Tour of Scandinavia, [20] and finished second in both the Canadian National Road Race Championships and the Drentse Acht van Westerveld, but took no individual victories.
At the end of the 2022 season, Jackson returned to the now-named EF Education–Tibco–SVB team for the 2023 season, having ridden for the team in 2018 and 2019. [6] That April, Jackson won Paris–Roubaix Femmes in a sprint finish, which was described as the "biggest victory of her career". [8] She also won two medals at the Pan American Road Championships in Panama – finishing third in the time trial and second to Skylar Schneider in the road race – and a second Canadian National Road Race Championships title, won in her home province of Alberta. EF Education–Tibco–SVB folded at the end of the 2023 season, with Jackson joining EF Education–Cannondale for 2024. Her first victory with the team came when she won the second stage of La Vuelta Femenina, winning the sprint into Moncofa. [21] She also contested several gravel cycling races, including the British National Championships route, in which she was the first rider to finish. [22]
In 2025, and after top-ten placings at Paris–Roubaix (fifth) and the Amstel Gold Race (seventh), [23] [24] Jackson won the Gracia–Orlová stage race – her first general classification victory [25] – also winning a stage, [26] and the points classification. She then won the Canadian National Road Race Championships for the third time in five years, winning by more than a minute in Saint-Georges, Quebec. [27]
