A young runaway, forced into prostitution, turns to Jack via his radio show for assistance in breaking away from her pimp who is involved in the white slavery market.

Jack gets involved with a retired cop's search for the man who killed his partner years ago. And it seems that Devon's father was a person of interest.

We don't see much of Jack in the episode, as his brother and his father hook up for the first time in years to help a damsel in distress retrieve a valuable artifact. (This was the premise for a spinoff show that didn't make it off the ground.)

As the second season ends, Killian's behavior is definitely out of the ordinary... he can't seem to care about anything. A heart-to-heart intervention with Deacon and Zymak reveals that Jack is mourning Tina as her birthday approaches, but Devon needs him back to normal, for other reasons.

A very pregnant Devon hosts a fundraiser with Jack as the object of the bachelor auction. Her college classmates attend; however, one by one, they fall victim to a murderer. Jack, Zymak and Deacon all work the angles of this case, with the evidence pointing firmly at Jack's new girlfriend.

Devon struggles with the sale of KJCM, wanting to ensure that her employees are well taken care of. She and Jack continue to lock horns, until push comes to shove in the delivery room! Jack has to decide whether to stay on at KJCM or move on to greener pastures.

Jack pursues the death of his friend, who had been homeless for many years. In his search for answers to Sonny's death he goes undercover on the streets and meets up with the hierarchy of the street dwellers. Jack's pursuits may cost him his job, as a young upstart in the Castleman dynasty covers his show without a problem.