After being ranked a two-star recruit by Rivals.com,[2] Jackson committed to Western Kentucky to play college football.[3] After redshirting as a freshman in 2015, Jackson had 26 catches for 395 yards and a pair of touchdowns on the year in 2016. In 2017, Jackson had an impressive campaign, as he racked up 39 catches for 600 yards and three touchdowns. In a Nov 17 contest vs. Middle Tennessee State, he hauled in a 93-yard touchdown, which was both the longest play in WKU history as well as only one of eight 90+ yard pass plays in FBS history. As a redshirt junior, Jackson started 11 games. He had 50 catches for 552 yards and four touchdowns, leading the Hilltoppers in receptions and touchdowns. Lucky ended his Hilltopper career with a bang, putting his name in the WKU record books while leading the team with 94 receptions and 1,133 yards as well as four touchdowns. In the First Responder Bowl against Western Michigan, he earned MVP honors while hauling in 17 passes. His 94 receptions in 2019 ranked eighth in FBS that season and second in all-time WKU program history for a single season.
On May 23, 2023, Jackson signed his first NFL contract with the Minnesota Vikings.[9] He was released on August 29, 2023, before being signed back to the practice squad on September 12, 2023.[10] He was promoted to the active roster on January 6, 2024.
Jackson was waived by the Vikings on August 27, 2024, and re-signed to the practice squad.[11][12]