In the pilot episode, "The Target", Levy represented Avon's nephew D'Angelo Barksdale at the Pooh Blanchard murder trial and successfully returned an acquittal.

Levy's case was strengthened when Nakeesha Lyles, a key witness, changed her story and refused to identify Barksdale in court.

The next time D'Angelo was arrested, Levy rebuked him for writing a letter of condolence – at McNulty and Bunk's urging – to the family of a murdered witness.

He was able to get the charges dropped against young Barksdale dealer Bodie Broadus in juvenile court, claiming to the judge that the work was part of his firm's pro bono outreach program.

When Barksdale front owner Orlando was arrested for attempting to purchase drugs, Levy visited him in prison and instructed him to sign papers removing his name from the liquor license of his club.

Levy later represented Barksdale soldier Savino when he was arrested following a failed undercover operation, in the course of which Orlando and Detective Greggs were shot.

Levy was able to limit Savino's charge to a 3-year plea bargain for an attempt to supply fake narcotics, as he was not directly implicated in the shooting.

Levy is last seen in the final episode of season five, socializing with Marlo Stanfield at a downtown evening event and introducing him to different businessmen.

[7][8] Levy is among The Wire's least sympathetic characters; Slate writer David Plotz describes him as "the most repulsive piece of garbage in the city of Baltimore.

Avon Barksdale's sister Brianna refers to him as "that Jew lawyer," and Levy is shown using Yiddish words (for instance, saying Herc was mishpoche, meaning "family," and describing Clay Davis as a goniff, or thief), praising his wife's brisket, criticizing McNulty for "dragging me from the Levy family preserve on a Friday night," etc.

[11][12][13] Keith Kahn-Harris, for example, writes that "Levy’s crookedness, his cynical exploitation of the drug trade and his ’seduction’ of Herc all recall common negative stereotypes of Jews as sinister, venal and secretive.