Jackson grew up racing at Pats Peak Ski Area in New Hampshire from ages 10 to 17 before moving onto the Castleton University Ski Team. From 2020 to 2024, Jackson primarily trained at Killington and is very familiar with the training spaces and race venues in the east from both a coach's and athlete's perspective. Jackson has experience with FIS, USSA, and collegiate racing. Jackson spent his first year coaching with the U18 FIS Men and has now transitioned to working with the U18 Women