Judge Daniel Phelan

Played by Peter Gerety

As James "Jimmy" McNulty's go-to city judge, Phelan's signature has caused more headaches for police, politicians and drug dealers alike than any other name in Baltimore. His soft spot for Assistant State's Attorney Rhonda Pearlman has lured him out on a limb in the past, and McNulty's ever-increasing expectations continue to push the limits of Phelan's good sense.