Randy Wagstaff

In a dispute with a rival gang of children Randy came up with the idea of filling water balloons with urine and ambushing the other gang. The plan backfired somewhat when Namond burst a balloon on himself but Randy escaped unscathed. He also attempts to make money by catching homing pigeons to sell to drug kingpin Marlo Stanfield for his pigeon coop.

Randy was naively involved in the murder of local drug dealer Lex. When Stanfield dealer Fruit is killed by Lex, Chris advises restraint, suggesting they kill the perpetrator instead of all the members of the independent drug crew. Marlo agrees with Chris' approach and gives him the go-ahead to kill Lex. Chris tells Little Kevin to tell Lex that Patrice, the mother of his child, wants to meet him at eight in a secluded spot, an action Little Kevin then pays Randy to do. Once the trap is sprung, Lex is killed by Chris and Snoop. Little Kevin tells Randy he did well and gives him more money.

Randy receives money from Stanfield drug dealer Monk Metcalf as part of an effort by Marlo Stanfield to ingratiate himself to neighborhood kids. Randy loses the money to Western district officer Eddie Walker when he is chased away from a car stolen by his friend Donut. Walker refuses to believe Randy's story that the money is from his foster mother and pockets it, telling Randy his mother can come to the district headquarters to reclaim it.

When the school year begins Randy ingratiates himself to his home room teacher Roland "Prez" Pryzbylewski with a hand shake and assists in controlling the class. When Prez is distracted Randy asks permission for a hall pass and then takes several passes from Prez's desk. He uses the hall passes to get around the school selling candy and snacks to the other students. To reach the other grades Randy wears layers of clothing so that he can don the appropriate color uniform for the grade he is selling to.

Randy's scheme gets him into trouble when he is caught in the sixth grade cafeteria by Miss Reese, who recognizes him from her class two years ago. He is sent to Assistant Principal Marcia Donnelly's office. She threatens to tell his foster mother about his actions unless he gives her information about who has been graffitiing school property. Randy complies with her demands. He continues to cut class to sell snacks. He is enlisted by another student to act as a lookout while he has a tryst in a bathroom. Randy is reluctant to get involved but does so anyway.

Lex's murder continues to trouble Randy. He discusses Chris Partlow's activities with his friends who tell him that Chris is a zombie master. Randy believes his friends and begins to fear that Chris will come after him. When Chris visits Michael on another issue Randy assumes he has come to ask about him. His friends tease him about his fears. Randy talks to Dukie about his worries and Dukie tells him that Chris is a murderer. He shows Randy a dead body Chris has hidden in a vacant building to convince him. Despite his promise to Dukie not to share the secret, Randy offers his knowledge of the murder to Mrs. Donnelly after she discovers his role in the bathroom incident; the girl involved claimed to have been raped.

Randy is suspended from school for acting as a lookout in the bathroom incident. Donnelly also puts him in touch with the police because Randy confesses that he knows about Lex's murder. Prez intervenes and approaches Cedric Daniels to protect Randy from the system. Daniels puts Randy in the care of Sergeant Ellis Carver. Carver interviews Randy to find out what he knows and then returns him to his foster mother, reassuring her that Randy is not a bad kid.

Suspended Randy then accompanies Miss Anna to the polling station on election day. While he waits for her he picks up a day's work delivering campaign material. He recruits Dukie, Donut and Little Kenard to help him. Donut steals a car so that they can travel around more easily despite Randy's hesitation. Randy loses his workers when they learn that he was paid up front and decide to take their share of the money without completing the job. Randy carries on the work alone.

Carver turns Randy over to his old partner Thomas "Herc" Hauk because he is desperate for information about the Stanfield organization. Herc misjudges Randy and believes he is lying about not actually seeing Lex's murder. He pressures Randy to admit that he was there with little success. Herc believes that Randy is useless and allows him to return home. Later, while interviewing Little Kevin, Herc lets slip that he learned about Lex's murder from Randy.

Tiff eventually drops the rape allegation and Randy's suspension is lifted. He returns to school to find his math class transformed - Prez is teaching the class probability through dice and card games and a new computer has been set up. His friend Michael is suspicious of his time away from school and subtly warns Randy against getting involved as an informant for either the police or the teachers.[2]

From Little Kevin, the conversation between the police and Randy soon leaks out to the streets and Marlo's crew. Although the penalty for informing to police is usually death, Marlo declines to order a hit on the grounds that Randy poses no further threat to him. Instead, he instructs Chris and Snoop to spread the word that Randy has been speaking to the police and he is labeled as a snitch in the streets. Randy is walking with Michael and Duquan when he is confronted at school by a group of students who want to fight him for being a snitch. Although Michael protects Randy and fights the kids off, Randy is beaten badly. Word soon gets back to Carver that Randy is in trouble around school and in his neighborhood and puts a police car on lookout at Randy's house promising Randy that he's going to take care of everything. People looking to hurt Randy notice the car and make a false police call from a nearby telephone booth to get them to leave the scene. With the cops gone, molotov cocktails are thrown into the house - burning it down, hospitalizing Miss Anna, and leaving Randy without a guardian.

Carver tries his hardest to help Randy find another foster parent but to no avail. He asks if he can become Randy's foster parent but is told that the vetting process would take months and, in the end, might not be successful. Randy ends up going back to a group home. There Randy still hasn't escaped his "snitch" title and ends up getting into fights with the other older, hostile kids in the home.

A year later, Bunk revisits the Lex murder and attempts to question Randy. Randy (noticeably taller and more muscular), having lost his childlike innocence, is unresponsive to Bunk and storms off pushing another kid in the group home down for being in his way. It is unclear whether Prez's fear of Randy "being chewed up by the system" has been realized or if his rude manner is just a front to avoid being harassed by the fellow foster kids, as he was in the season 4 finale.