Task: Question Generation
Input (English): Passage: Ironheart opens at a Portland nightclub, where Milverstead, who is considered the most powerful and ruthless man in town, and his group of thugs are looking at the female clientele with an approving eye.  Milverstead is shipping illegal arms out of the Portland docks, and to sweeten the deals with his trading partners, he kidnaps local lonely dancers, strings them out on heroin, and sends them along in the deal.  He notices Cindy Kane dancing furiously to U-Krew's hit "If You Were Mine" and decides to kidnap her.  To lure her into his trap, he instructs his young lieutenant Richard to flirt with her and get her to go with him.  Cindy is ostensibly with her loser boyfriend Stevo at the club, but wants to get him jealous and so leaves with Richard.  Milverstead and his gang leave shortly thereafter.
However, they are being tailed from the club by a new policeman on the Portland force from LA named Douglas,  Douglas has been tipped to Milverstead's shady dealings and follows everyone to the docks, where most of the gang is now dragging Cindy onto a boat, locking her in a cage and shooting her full of heroin.   At this point, Milverstead's second in command, Ice takes some of the gang and lays a trap for Douglas.  They beat Douglas senseless, at which point Ice shoots Douglas in cold blood on a pile of old tires, and also blows up his car with gunfire.
Output (English): Who has a second in command who shoots Douglas in cold blood?