Early career Jackson made his amateur debut under the Lonestar Beatdown banner in September, 2009. He lost the bout by unanimous decision. He was expected to face Jacob Capelli at XKO 34 on January 28, 2017 but the bout was cancelled. Instead Jackson faced
Bellator MMA fighter Jeremie Holloway in a
Muay Thai bout. Jackson lost by unanimous decision. He was expected to face Rafael Justino at LFA 18 on August 4, 2017, but the bout was cancelled. Jackson next faced
CM Punk at
UFC 225 on June 9, 2018. Jackson dominated the largely uneventful fight, winning via unanimous decision. Three years after the bout, it was made public that the result was overturned to a no contest by
IDFPR after Jackson tested positive for
marijuana and was suspended for three months. A welterweight bout between Jackson and Dean Barry was briefly linked to
UFC on ESPN: Chiesa vs. Magny in January, but it was pulled due to undisclosed reasons. They were expected to meet at
UFC on ESPN: Reyes vs. Procházka on May 1, 2021. However, in March, Barry revealed that he was not able to obtain a visa in time for the bout so it was pulled once again. The bout was then booked for the third time to take place at
UFC Fight Night: Lemos vs. Andrade on April 23, 2022. Jackson won the fight via disqualification in the first round after being rendered unable to continue due to an intentional eye gouge. Jackson faced Pete Rodriguez on October 15, 2022, at
UFC Fight Night 212. He lost the fight via knockout in round one. On January 9, 2023, it was announced that Jackson was released from the UFC, despite having one bout left on his contract.
Post-UFC career In his first bout outside the UFC, Jackson faced the inaugural
UFC Welterweight Champion, and
Hall of Famer Pat Miletich on October 14, 2023 at Caged Aggression 36. Despite suffering an early knockdown, Jackson won the fight via corner stoppage following the end of the second round. == Controversies ==