What is the long-term role of the rapists? Beyond the point where they hand her over.
Good question. I was thinking the men have been under his employment sort of like a evil version of an A-Team type of squad. Earlier missions to commit robberies and kidnappings were used to perfect skills and earn respect of each other and the boss.
Keep in mind they will have 24 hours to abduct, rape and deliver the celebrity to the boss. The boss will not want her delivered in the condition she was in prior to her kidnapping. He'll want her to be sleep deprived and humiliated before he finally takes possession of her.
Long term role is they continue working under the radar for boss or after the payout, branch out on own as the boss will have obtained his prize in the celebrity.