Tom Wilkinson's character makes no sense (or purpose)
All of Ray's friends are tough street smart men (or straight up gangsters) who support his revenge (except for Ian who couldn't care less either way). Tom's character is clearly a slightly introverted mama's boy, so when he too starts to support Ray to whack the guy without holding back in the slightest, his character stops making any kind of sense within the story structure. Instead of being the "angel on Ray's shoulder" (as stereotypical as that might be), this guy comes up almost as detached and cold as Ian's character (although Tom was very amused while they were all threatening the hostage, while Ian was only mildly amused). I guess Tom's character might be one of those guys who's always the butt of the jokes so he doesn't mind the hostage situation at all since he now gets a small chance to be the one who teases). Still, the most unused character (by the screenplay) of the bunch.
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