The assassination of Patrick O'Donnell was the first strike against the Chicago Outfit who were attempting to make a move into New York City.
Firefight[]
After learning about O'Donnell's plans from Police sergeant Chris Ferriera, who informed him that O'Donnell was hiding out at the Crest View Hotel. Trapani engaged in a firefight with Chicago mobsters as he crossed the rooftops from the Midtown Suites to O'Donnell's room.
As he went to enter the room, Traoani was shot at by a hooker armed with a pump action shotgun. He gunned her down and grabbed hold of O'Donnell before throwing him off the building onto a parked car.