Jackson attended Olathe North High School, where he lettered in football, basketball and baseball.
In two seasons, he appeared in 19 games as a defensive back, making 81 tackles and one interception.
In 2020, the Southwestern Athletic Conference announced that it would not play fall sports due to the COVID-19 pandemic.
Jackson was signed as an undrafted free agent by the Dallas Cowboys after the 2022 NFL draft on May 12.
[5] The next day, he made his NFL debut playing fifteen snaps against the Pittsburgh Steelers.