After a series of tough and personally challenging cases Jake is forced to reconsider is role in the private detecting game. Can his body really handle any more tough falls or cracks on the head? And arent' those late nights at the Duke are just getting harder and harder to overcome the next day? Should he just skulk away in the dark of night and hope that everyone just forgets who he was and what he meant to the people of St. John's?
After a period of seclusion Jake is finally drawn out of his shell by a hot cat burglar he finds searching through his office. At first he kind of wants to know why she's there, but eventually his true nature gets the best of him and he just want to get to know her hot self.
Surprise, surprise, it turns out that this hot lady cat burglar is caught up with a master criminal who is bent on destroying Jake and the Doyles once and for all. Though it doesn't take long to turn this hot lady cat burglar over to the good side (and after all, isn't that really where her heart was all along?), Jake's bigger problem is how he will go about using his special detecting skills to unblock all of the roads in and out of St. John's that the master criminal has almost magically blocked in the dark of night. If Jake isn't able to free the people of St. John's they'll soon run out of beer, gas, and groceries and perish before his very eyes.
After single-handidly defeating the master criminal in a hand-to-hand fight and freeing the people of St. John's Jake retires to Burgeo with the hot lady cat burglar. Aside from the one time Malachy thinks he sees Jake at a gas station he is never seen again by any of the Doyle clan. Thus, Des is forced to step up and fill the private detecting shoes left by Jake.