Later on, however, Jackson decides to investigate one of Racine's buildings himself, but was trapped in the security room as the building was mob-owned and surrounded by Fixers. Aiden then dropped him off with his therapist Yolanda Mendez while he sought out the whereabouts of his mother. Though he remained silent, Jackson showed perceptiveness after pointing Aiden towards Racine Boat Restoration through his drawing on his tablet. After his uncle eliminated the Fixers attempting to abduct him, Aiden joined him on the train and asked if he knows where they've taken his mother. Some time later, Jackson's mother is kidnapped by Damien Brenks, though Jackson eludes capture as he was on the train at the time. The crash and the death of his sister caused him to develop post traumatic stress disorder (PTSD), making it extremely difficult for him to speak to anyone except his mother.Īfter the death of his sister, he and his mother were heavily guarded by Aiden Pearce, due to Aiden not being able to take the loss of another family member. However, on the way, a Chicago South Club hitman named Maurice Vega and his partner attempted to kill Aiden by shooting out one of the tires on the car, causing it to crash although he and his uncle survive the crash, his sister does not. After a failed attempt to hack into the Merlaut Hotel, his uncle Aiden took him and his sister on a trip to Pawnee.