Born in Oldham, but brought up in Trafford, Jackson became a season-ticket holder at Manchester United at five years-old.
He joined the Manchester United academy at ten years-old and at the age of 15 became the younger player to ever feature for the club's under-23 team.
[3] Although he was also named on the substitutes bench against Sheffield United, Burnley, and Crystal Palace in the Premier League later that season,[4][5][6] Jackson is yet to make his senior debut.
[7] In February 2025, he joined EFL League Two side Tranmere Rovers on loan for the rest of the season.
He scored his first international goal in a 3-1 win over Andorra U19 in the 2023/2024 UEFA Euro U19 Championship Qualifiers, on the 18th of November, 2023.