Smiley was present alongside Rick, Pauly, Skip, Guzman, and Durant himself during their arranged meeting with rival mobster, Eddie Black, who refused to sell his property to Durant and threatened to make an example out of them. Unaware of Skip's hidden leg gun, Smiley uses it to kill Eddie's men under Durant's orders. Smiley and the rest eventually managed to kill all of Eddie's men, leaving only the mob boss left for Durant to torture.
Smiley and the others then joined Durant on a favor for corrupt businessman Louis Strack Jr. to retrieve the incriminating document, the "Bellasarious Memorandum" that was left in Peyton Westlake's laboratory. Upon breaking into Westlake's laboratory, they proceeded to beat the scientist, as well as his assistant, Yakitito. After murdering Yakitito and retrieving the memorandum, they subjected Westlake to painful torture that horribly disfigured him and then left him to die in the lab's explosion. Smiley and his gang were unaware that Westlake had in fact survived the explosion and would swore revenge against his gang as the vigilante, Darkman.
Smiley took part in Durant's assault on Darkman's warehouse laboratory, having followed Julie Hastings to his hideout. Smiley along with Guzman sprayed Darkman with a hail of bullets, though the masked vigilante managed to evade his assailants and hid further into his lair. Once Guzman had entered the warehouse, Smiley followed suit and gunned down a man with a face similar to his. Upon closer inspection, Smiley discovered that the face was a mask and the man he had shot was actually Guzman who had his mouth duct-taped so that he couldn't speak. Darkman the appeared before Smiley, while wearing the Smiley mask, to taunt him and set him up to die when he rigged his warehouse laboratory to explode with a drinking-bird, lighter, and flammable gas. Smiley tried to stop the bird from igniting the lighter, but it was just a holographic duplicate of the real bird and lighter, and by the time Smiley realized this it was too late and he was blown up.
Appearances in other mediaEdit
Smiley appeared in the comic book adaptation of the first film. His appearance greatly differs to his film counterpart, sporting a shorter haircut.
Smiley also appeared in the succeeding 1993 comic during a flashback depicting Durant's gang breaking into Westlake's lab.
Behind the scenesEdit
Skip was portrayed by actor Dan Bell.