Ray runs afoul of a corrupt FBI chief, gets too close to a nosy reporter from Boston who is trying to expose him, and becomes the hired fixer for a sadistic self-help guru; Mickey is forced to go on parole and schemes to make it big; Abby meets a man who is willing to do almost anything for her; Bridget's clandestine relationship with teen rap sensation Marvin Gaye Washington takes a surprising turn; Terry wants to sell the Fite Club; Bunchy struggles to find love.
Just as Ray's life begins to return to normal, the FBI demands that he bring Mickey back from Mexico, where he is setting up a fight for Daryll. Abby, concerned that he won't face his abuse, forces Ray into therapy with her. Meanwhile Bunchy gets nervous about a job interview, Terry obsesses over his ex-girlfriend and Conor lands in hot water after assaulting a classmate.
Ray forces Mickey to return to LA and brings him to Ed Cochran, who holds a press conference taking full credit for finding and killing Sully Sullivan. However, Kate McPherson, a Boston reporter, doesn't believe the story and begins to investigate his death. In a desperate bid to control his father Ray corrupts a parole officer and has him take over Mickey's case.
Ray and Abby are eager to get Bridget into her dream school, but Ray's fractured relationship with movie producer Stu Feldman stands in their way. Mickey has a date with his old flame, Claudette - but first he has to find a way around Mr. Keith, his new parole officer. Kate McPherson heads to the Fite Club to try and get information out of Terry.
With her investigation in full swing, Kate zeroes in on Mickey. Meanwhile, the appearance of Tiny, a former member of Sully's gang, jeopardizes Ed Cochran's career. Plus, Mr. Keith sends Mickey to work at a Mexican restaurant, Abby meets a new friend at the gun range and Bunchy encounters a potential love interest at the bike shop where he has gotten a job.
Ray gets compromising information on Cochran. Avi follows Kate as she investigates, but Ray will need to give her a new story. Meanwhile, Abby tries to have fun with her prospective new neighbors, and gets closer to Jim, her cop friend. Marvin takes Bridget to a party at the house of ex-con/hip-hop mogul Cookie Brown. And Conor apologizes to Alex - but it doesn't go well.
Ashley asks Ray to go to bat for her friend Steve Knight, a self-help guru who beat up a waiter. Avi and Lena help Ray make contact with Volcheck to seek his aid in taking down Cochran. Mickey gets a stipend from Ray, but hopes for a bigger payday when he meets with movie exec Debra Gerson. And Bridget argues with Ray and Abby about a gift from Marvin.
It's Conor's birthday - and both Abby and Ray forgot. When Conor demands a party with Terry, Bunchy and Mickey in attendance, tensions run high as the whole family gathers at the Donovan house. Meanwhile, Ashley's stalker is back, and Ray comes face-to-face with Cookie Brown when the ex-con/hip-hop mogul shows up to take Bridget for a night out.
Lee Drexler returns from his honeymoon, only to be confronted by Cookie Brown, who demands the rights to Marvin's music. Ray arranges the deal, but then Lee reneges on it. Peggy Shaughnessy plants a seed of doubt in Kate's mind about the story that she published; Kate reopens her investigation but is threatened by a pair of Southie thugs on the street.
Ray tells Bridget how she needs to lie about where she was during the shooting, for her own safety - but Abby brings Jim over to tell her just the opposite. Lee and Ezra are convinced to give Cookie the rights to Marvin and Rekon's music, while Mickey starts to plan a pot store robbery with Shorty. Confronted with Patty's son, Bunchy struggles with his fears. And Kate visits a Walpole inmate to find out what went wrong with her article.
Ashley's stalker is back and making trouble again for Steve Knight - but when Ray intercedes, he learns that Steve is actually the dangerous one. Cochran gets a call from the President, nominating him for the FBI directorship - and vows to take the necessary steps to protect himself from the vetting process. Kate confronts Ray over the truth about his past, Abby tries to overcome her anxiety for Bridget's safety, and Mickey starts gathering the team for his robbery.
Ray starts to make arrangements in case he gets arrested when Kate publishes her story. Meanwhile, Cookie gives Ray a million dollars to track down a stalkerazzi video of the shooting. Mickey's robbery doesn't quite go as planned when Terry gets left behind - and arrested. Plus, Shorty's oxygen tanks explode while Conor is waiting in the SRO, leading to a confrontation between Ray and Mickey. And Ezra tells Ray and Avi that Kate needs to be stopped.