Omar Little and associates
|Ethnicity||African American, Hispanic|
|Criminal activities||Armed robbery|
|Rivals||Barksdale Organization, New Day Co-Op, Stanfield Organization|
The following are characters who have worked with Omar Little on the HBO drama The Wire. Omar and his associates make their living robbing drug dealers. For the first three seasons, he mainly targets the Barksdale Organization. Later, he goes after the Stanfield Organization, culminating with a robbery of the entire New Day Co-Op. Omar himself never goes after any citizens or non-drug related people, nor do the rest of his crew who follow him. The others who work with Omar are often Baltimore stick-up artists whose motive for siding with Omar is the money associated with robbing stash houses. As Omar is gay, many other members of his crew are also of an LGBT background (Omar's boyfriends in addition to Kimmy and Tosha amongst others), while other members are of a heterosexual background and side with Omar due to his feared reputation among Baltimore drug dealers.
Omar Little is a legendary Baltimore stick-up thief, a Robin Hood character who steals from drug dealers to the tune of "Farmer in the Dell". Omar is unanimously disliked and feared by several drug dealers throughout the city as his heists hit them hard, while his moral code keeps him on good terms with some Baltimore police. His bold robberies make him a hero amongst corner and neighborhood kids, and he proves to belong to the class of Wire characters with integrity and intelligence, including those like Omar who make mistakes, but own up to and learn from those errors in judgement.
"Mostly blind" Butchie is Omar Little's bank and advisor. He runs a West-Side Baltimore bar.
- Played by: Michael Kevin Darnall
- Appears in season one: "The Buys"; "Old Cases"; "The Pager" and "The Wire".
Brandon was Omar Little's boyfriend and a member of his stick-up crew. Brandon mistakenly used Omar's name in front of Barksdale drug dealers as they robbed their stash in the low rise projects; the name was reported back and started a long running feud between Omar and the Barksdale organization. Avon Barksdale placed bounties on all of Omar's crew. Brandon was spotted by Wallace and Poot Carr playing pinball at "The Greek's" - a restaurant on the west side. They alerted D'Angelo Barksdale to the find who passed the message to Stringer Bell. Stringer arrived with three Barksdale enforcers Marquis "Bird" Hilton, Roland "Wee-Bey" Brice and Anton "Stinkum" Artis. Brandon was captured by Bell's crew, tortured, and killed, his body displayed in the low rise projects as a warning to Omar on Avon's instructions. Afterward, Omar escalated their feud, refusing to relent after the ruthlessness shown, repeatedly referencing Brandon's murder as unnecessarily harsh.
- Played by: Ernest Waddell
- Appears in:
- Season two: "Hot Shots".
- Season three: "All Due Respect"; "Dead Soldiers"; "Straight and True"; "Homecoming"; "Moral Midgetry"; "Slapstick"; "Reformation" and "Mission Accomplished".
Dante becomes Omar Little's new boyfriend in the year following Brandon's death and joins his stick-up operation. He is jealous when Omar adds Kimmy and Tosha Mitchell to the crew. In season three, Dante accidentally kills Tosha while fleeing a heavily guarded Barksdale stash house after a failed attempt at a stick-up (confirmed by commentary from David Simon and further dialogue in Episode 7), exacerbating the rift between Dante and the surviving Kimmy. Dante is kidnapped by Brother Mouzone and his associate Lamar in an effort to locate Omar. Dante provides them with the necessary information after enduring a beating, notably less brutal than which Brandon was able to endure. He is released after the conclusion of Omar and Mouzone's successful conspiracy to kill Stringer Bell. Dante was then replaced by Renaldo in season four but no explanation was given for his departure after season three.
- Played by: Ramón Rodríguez
- Appears in
- Season four: "Home Rooms;" "Refugees;" "Misgivings;" "A New Day;" "That's Got His Own;" and "Final Grades."
- Season five: "Not for Attribution".
Renaldo is Omar's partner in season four and appears assisting him in the robbery of various drug dealers. Renaldo owns a taxi that he and Omar frequently use for surveillance of their targets. Renaldo is the show's first main Hispanic character and introduces other Hispanic characters into the show to assist in the robbery of the New Day Co-Op in the episode "That's Got His Own". Following the heist Omar and Renaldo leave Baltimore for an idyllic retirement in Puerto Rico but Omar is compelled to return to Baltimore when Butchie is killed and Renaldo is not seen again after Butchie's death.
Bailey was a member of Omar Little's stick-up crew who assisted him in robbing the Barksdale crew. He was killed shortly afterwards while visiting relatives. When arrested, Barksdale enforcer Wee-Bey Brice confessed to the murder. Bailey was known for having many enemies.
- Played by: Kelli R. Brown
- Appears in:
- Season two: "Hot Shots" and "Bad Dreams".
- Season three: "All Due Respect"; "Dead Soldiers"; "Straight and True"; "Homecoming"; "Moral Midgetry" and "Slapstick".
- Season four: "That's Got His Own" and "Final Grades".
Kimmy was partnered with Tosha Mitchell as both her lover and associate in robbing drug dealers until Omar Little returned to Baltimore and persuaded them both to join his crew. Kimmy was adept at infiltrating drug dealing operations, using a number of disguises including posing as a nurse to Omar's disabled veteran. Tosha was accidentally killed by Omar's boyfriend Dante in a heist gone wrong on a Barksdale stash, leaving Kimmy distraught. She then decided to leave Omar's crew, stating that there were easier people to rob than the Barksdale organization. In season four, Kimmy reunites with Omar in an elaborate plot to steal Proposition Joe's large drug shipment that is meant for him and his Co-Op. After the successful heist, Kimmy takes her cut of the stolen drugs and tells Omar that she will now retire from her dangerous profession.
- Played by: Edwina Findley
- Appears in:
Tosha was partnered with Kimmy as both her lover and associate in robbing drug dealers. When Omar Little returned to Baltimore they both joined his crew. Tosha was accidentally killed by Omar's boyfriend Dante in a heist gone wrong.
- Played by: Derrick Purvey
- Appears in:
- Season four: "Margin of Error" (uncredited), "Unto Others" and "That's Got His Own" (uncredited)
- Season five: "Not for Attribution" and "Transitions" (uncredited)
Big Guy is a friend of Butchie's who works in his bar and acts as muscle for him. When Omar Little is arrested Butchie sends Big Guy and Donnie to protect him and they both deliberately get imprisoned. Big Guy is at the bar when Chris Partlow and Snoop ambush Butchie and is shot in the leg. The Stanfield enforcers kill Butchie and Big Guy is left alive as a witness. Big Guy tells his story to Omar upon his return to Baltimore.
- Played by: Donnie Andrews
- Appears in:
- Season four: "Margin of Error" (uncredited), "Unto Others", "That's Got His Own" (uncredited) and "Final Grades" (uncredited)
- Season five: "Transitions" and "React Quotes"
Donnie is a friend of Butchie's who acts as muscle for him. When Omar Little is arrested Butchie sends Big Guy and Donnie to protect him and they both deliberately get imprisoned. Donnie joins Omar in seeking revenge from the Stanfield Organization after they torture and kill Butchie. Donnie suggests they target Monk as a Stanfield lieutenant. Chris Partlow sets an ambush for Omar and Donnie at Monk's apartment and Donnie is shot and killed by Michael Lee and Chris.
- "Org Chart - The Street". HBO. 2004. Retrieved 2006-07-27.
- Ed Burns, William F. Zorzi (2004-10-29). "Unto Others". The Wire. Season 4. Episode 07. HBO.
- Scott and Joy Kecken (2008-01-20). "Not for Attribution". The Wire. Season 5. Episode 3. HBO.
- "The Wire episode guide - episode 53 Not for Attribution". HBO. 2008. Retrieved 2008-01-22.
- Dan Attias (2008-01-27). "Transitions". The Wire. Season 5. Episode 4. HBO.
- Agnieszka Holland (2008-02-03). "React Quotes". The Wire. Season 5. Episode 5. HBO.
- Fenton, Justin (2012-12-14). "Donnie Andrews, inspiration for Omar character on "The Wire," dies". The Baltimore Sun. Retrieved 2012-12-20.