Casting

Arthur's casting in the role was announced on March 5, 2021 alongside that of Jennifer Tilly, Devon Sawa, and the rest of the teenage cast (Björgvin Arnarson, Alyvia Alyn Lind and Teo Briones). During the development of the series, Jake's character initially had the surname "Webber" and was described as "a loner trying to find his place in the world after his mom’s death while never connecting with his dad or his peers".^[8] Arthur, whose parents did not let him watch R-rated movies as a kid, had his first introduction to the Child's Play franchise in preparation for his role.^[9]

Discussing his role with Collider Arthur explained that real world issues dealt with in the script first attracted him to the project, stating "I felt like this script dealt with a lot of problems that are actually in the world today, like bullying and having a bad home life with a dad not accepting his sexuality. These are things that happen now, every day. While filming the scenes, I would sometimes stop and think, “People actually go through these things.” I just wanted to make sure that I represented everything correctly. Maybe somebody who’s going through it can empathize with the show and I hope it helps people." Arthur stated that he talked with Mancini "all the time" about his character and noted that having the "all-time creator of Chucky" as a resource was invaluable to his portrayal of Jake, adding that Mancini would sometimes help him to get into character, as so many elements of Jake's story were based on Mancini's own experiences.^[9] Talking with Gizmodo about the show's LGBT themes, Arthur expressed "I think that’s very important in a show like this, especially with a younger audience watching it as well. What Don does so well is he implements those ideas and themes without throwing it in your face. It’s just part of it. It’s just real life. I feel honored to be able to portray that and do a good job of doing that" and explained that several fans of the show have approached him to thank him for his portrayal of a gay teenager and what the representation provided by Jake means to them.^[10]

Season One

While shopping at a local yard sale in his hometown of Hackensack, New Jersey, Jake comes across a vintage Good Guy doll and buys it, intending to use its head as part of an art sculpture made of doll parts. He takes the doll home but is interrupted by his father, Lucas, before he can cut off the head and is informed that he will not be able to go to art camp that summer. During a family dinner that evening, Lucas drinks heavily and becomes enraged as a comment made by Jake's cousin Junior over Jake being gay, denying that his son is old enough to know who he is. Lucas subsequently destroys Jake's sculpture with a baseball bat and tells him he can no longer have any dolls, though Jake subsequently finds the Good Guy doll under his bed. Learning they are worth a lot of money, Jake takes the doll to school with him to protect it from his father, leading him to be ridiculed by his classmate Lexy. At lunch, Devon, another classmate, attempts to connect with Jake after discovering he is a fan of Devon's horror themed podcast but an upset Jake brushes him off. Jake chats with a prospective buyer for the doll, who asks whether its name is "Chucky" and whether anything weird has happened with it recently, encouraging Jake to check the back of the doll for batteries. The next morning, Jake is confused to find the doll at his house, as he had left it at school for safekeeping, and finds it has no batteries. Disturbed, he throws the doll in the garbage and attends the school talent show, where he is again singled out by Lexy, who attempts to expose his crush on Devon but is interrupted by a voice coming from the doll. Jake picks up the doll and pretends he is performing a ventriloquist act, though this goes awry when Chucky reveals that he has Lexy's phone and begins reading out her intimate text messages in a profanity-laden speech, causing Jake to be suspended from school. At home, a furious Lucas chastises Jake for having no friends and everyone thinking he is weird. Jake retorts that Lucas is really only upset that people know he is gay and Lucas strikes him in the face, threatening to kill him if he ever says he is gay again. Following this, as Jake sits in his room crying, the lights begin to flicker and he goes down to the basement to see Lucas being electrocuted to death. Being sent to live with his uncle Logan and aunt Bree, Chucky finally reveals himself, stating that Lucas got what he deserved. Chucky subsequently murders Logan and Bree's family maid and reasons that he is trying to help Jake and that some people deserve to die, including his bully Lexy.^[11]

When Chucky disappears, Jake fears he has gone to a Halloween party hosted by one of his classmates, Oliver, to try and murder Lexy. While there, Lexy dresses as Lucas and mockingly re-enacts his death in front of the crowd. Jake manages to find Chucky before he can stab Lexy and takes him home, not realizing that Chucky has already murdered Oliver upstairs. Chucky attempts to convince Jake that he should kill Lexy himself before she has a chance to humiliate him again.^[12] Giving into his dark impulses, Jake takes a knife and stalks Lexy through the woods but aborts the plan after discovering that he has mistakenly been following Junior. Lexy visits Jake the next day to offer a reluctant apology and asks whether she can have Chucky to give to her sister Caroline. Though he initially refuses, Jake drops him off at Lexy's house so he can kill her. That night, Jake visits his parents' graves and laments his struggles. Chucky fails to kill Lexy in a house fire.^[13] The next day, she angrily confronts Jake about him being alive. Jake states that, as she did not see Chucky die, he is likely still after her and they resolve to work together to find him. Lexy asks whether things were so bad between them that he genuinely wanted her to die and Jake blows up at her, stating that she is a bad person and that she deserved to die. Lexy then falls from a balcony but is caught by Jake. Chucky arrives and tries to convince him to let her go but Jake realises he's not a killer and pulls her to safety. Jake is questioned by Detective Evans, Devon's mother, over the deaths of Oliver and his father but they are interrupted when a police officer is found dead.^[14]

After unsuccessfully trying to locate Chucky, Jake, Lexy and Devon regroup at school and debate telling Junior about Chucky, though Lexy refuses, saying he wouldn't believe them. At a memorial for Oliver, Jake confesses to Devon that he feels responsible for the deaths caused by Chucky and Devon takes his hand to comfort him. Lexy finds Chucky in her garbage can and the trio destroy the doll by stomping on it. Celebrating their victory, Jake and Devon share their first kiss. Attending a town hall meeting the next night, the school principal's head rolls onto the stage, revealing to the teens that Chucky is still alive.^[15] Devon has the idea that they should contact Andy Barclay, the original survivor of Chucky's murders, and Andy tells them Chucky will come after them at a place they are familiar with. The group set a trap for him at Junior's house, with Lexy acting as bait however, their plan is interrupted by the arrival of Detective Evans, who is killed when Chucky lunges at her and causes her to fall down the stairs. Bree is also killed by Chucky when he pushes her out of a window.^[16] At her wake, Junior confronts Jake, blaming him for her death, noting that everything was fine until he came to live with them. Jake resolves to leave town but is compelled to return after seeing a delivery man with a Good Guy doll who was planning to deliver it to Charles Lee Ray's childhood home. Jake and Lexy discover that Devon had already gone to the house alone and plot a rescue.^[17] They are interrupted by the doll, which comes to life and begins advancing on them, but they are saved by the arrival of Kyle, who shoots it in the head.

Kyle teaches Jake and Lexy that Chucky can split his soul over multiple vessels. Jake tells her they need her help to rescue Devon, who has been taken captive, but Kyle drugs them to keep them safe and promises to save Devon. When they wake up, the discover that Charles' home was destroyed by a homemade bomb and a distraught Jake goes to Devon's room to grieve but is relieved to find out that he survived the explosion. Devon reveals there is a truck of Good Guy dolls heading to the Hackensack theatre, where Chucky and Tiffany plan to give them away to the townsfolk. Arriving at the theatre, they find that Chucky has already murdered several patrons, including Junior and Lexy's father. Jake confronts Chucky, who mocks him, saying that once he kills him, nobody will remember his name, whereas they will all remember Chucky's name. Chucky manages to slash Jake in the leg but Jake eventually gains the upper hand and crushes the doll with his bare hands, killing him once and for all. Finally safe, Jake, Devon and Lexy resolve never to tell anyone what really happened.^[18]

Season Two

Jake is subsequently placed in a foster home with his new foster parents Pam and Larry, and his foster brother Gary. Before they leave Hackensack, Jake visits Devon and they discuss the possibility of a long-term relationship. Though initially reluctant to show affection in front of his new family, Jake gets out of the car and kisses Devon goodbye. Six months later, while preparing to trick or treat with Gary, Jake starts getting threatening phone calls and discovers that Chucky has returned. Devon explains that he has also been receiving calls and the two unsuccessfully attempt to contact Lexy after Chucky reveals that he is inside her house. Jake travels back to Hackensack and reunites with Devon and Lexy, who is suspicious of Belle, Caroline's new doll gifted to her by her therapist. They find Chucky downstairs with Gary and a homemade bomb. Chucky tells them he wanted to kill all three of them in a kamikaze mission as revenge for his murder six months prior. Though they manage to survive, Chucky and Gary are killed. Believing them to have been responsible, the trio are sent to a Catholic reformatory school in lieu of juvenile detention.^[19]