Raymond "Ray" Boccino (1976 - 2008) is a character in Grand Theft Auto IV and a thirty-two year old capo of the Pegorino Family. Boccino was born in Westdyke, Alderney.Boccino is often seen at Drusilla's, a restaurant in Algonquin, where he attempts to expand into. He helps Pegorino Family Don James Pegorino with the families relations with smaller gangs, such as the McReary Mob. Boccino is involved in activities outside the Pegorino Family, leading to James Pegorino distrusting him. Boccino also has an uneasy relationship with Pegorino Family associate Phil Bell.
Ray Boccino is introduced to Niko Bellic by Patrick McReary, who employs Niko to kill former friend Teddy Benavidez. He later has Niko collect diamonds, alongside Pegorino Family associates Joseph DiLeo, Johnny Barbosa and Luca Silvestri. The collection was ambushed, although all four survived, with DiLeo, Barbosa and Silvestri taking the diamonds for themselves. Boccino hires Niko to kill them and retrieve the diamonds.
Boccino then has Niko and the acting leader of The Lost Brotherhood, Johnny Klebitz, attempt to sell the diamonds to Isaac Roth and Mori Green of the Jewish Mob for several million dollars. The deal, however, is ambushed by the Ancelotti Family and Klebitz steals the money for the Lost. Boccino, in retaliation, kidnaps Lost member Jim Fitzgerald and has him tortured, luring Johnny to Drusilla's, where he holds him at gunpoint and demands the return of his money. Fitzgerald breaks free with a hidden box cutter and, with the help of Johnny, gets Boccino's gun. The two escape by slitting the throat of Boccino's goon, leading to him sending Niko to kill some members of The Lost Brotherhood, including Fitzgerald, and sending several squads of hitmen after Johnny. Johnny survives, however, and considers attacking Boccino with everything he had left, but is told to back down by Thomas Stubbs III, who states that Boccino and the Pegorinos were being watched, and all would be either arrested or killed within a month.
Boccino also helps Niko find Florian Cravic, after putting Niko in touch with Talbot Daniels. Isaac Roth, blaming the failed diamond deal on Boccino, threatens to kill him, so Boccino sends Niko to kill Roth at the Majestic Hotel. Afterwards, Boccino sets up an apartment for Niko in Alderney City, wanting to keep Niko close by. As the Pegorino family's state continues further into turmoil and the police draw closer, Pegorino feels it necessary to send a message to any possible rats in his organization, and has Niko kill Boccino. Ray and his bodyguards are in a two car convoy to a chop shop in BOABO when Niko ambushes them and wipes them all out in a manner to be chosen by the player.
Ray Boccino is voiced by Joe Barbara.
- Some fans believe that Ray is related to Sergio Boccino, host of Double Clef FM in Grand Theft Auto: Liberty City Stories. However, as GTA IV is not related to the GTA III era, this is unlikely.
- Should the driver of his car be killed, Ray will get out and begin firing at Niko with a Combat Shotgun. He has no preset pistol execution.