First James O'Malley was the Capo of the Mafia at Milwaukee. He had a younger brother, Brian "Three Fingers" O' Malley, who was made Capo of Seattle by the Commissione at the beginning of the century. When Brian died in the same night like the Oyabun of enemy Yakuza after a long all-out war between the two crime syndicates in 2030, Don James became became obsessed with revenge against the Yakuza. He neglected his city's operations so dramatically that the Commissione stripped him of his position and forced him to retire.
In 2044 he was recalled from retirement and sent to Seattle from Chicago by the Commissione, who installed him as Don and Capo over and in front of the short-time Capo Patrick Finnigan to "unite" the Finnigans and the O'Malleys.
- The sources are inconsistent about the year of O'Malleys death. According to Underworld Sourcebook he took over Mafia operations in Seattle in 2044 and was killed 12 years later (2056). But in Runner Havens his year of death is given as 2058.