The free hats would easily help her recoup her investment.
Unfortunately, the house was owned by four grown men, so Jessica figured the robbery would go much smoother if she hired someone to murder them all beforehand.
So Jessica sniffed out the hardest, most badass assassin she could find and laid a careful set of instructions on him -- he was to bust into the house, kill the four men, and swipe the cocaine. Also, she emphasized that if there were any children in the house old enough to testify (meaning "anything but infants in a crib"), he should probably kill them, too. To recap, she wanted to corpsify four clueless guys and any children in their immediate vicinity so she could pay for a modeling agency to represent her.
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She could have saved so many steps by just killing her audition rivals, instead.
Thankfully, the hit man in question was an undercover police officer.
Normally, an undercover cop in this situation would arrest the person the moment the murder was contracted and money exchanged hands, but Jessica didn't actually have any money to give him. She intended to pay him after the fact, with money from hawking the bloody pile of stolen cocaine. Since he couldn't offer to kill the men for free (at least not with a straight face), the cop gave her a pair of disabled handguns and told her to do the deed herself.