An FBI agent learns Ray and Mickey took part in killing Sully Sullivan and demands that Ray bring in his father as Season 2 begins. However, Mickey is in Mexico setting up a fight and isn't eager to leave. Meanwhile, Ray rescues a client from a violent confrontation; Terry obsesses over his ex-girlfriend; and Conor assaults a classmate.
Ray forces Mickey to return to Los Angeles, where the city's FBI chief puts Mickey on parole, and takes full credit for finding and shooting Sully Sullivan. Meanwhile, a Boston reporter investigates Sully's death; and Ray gets a parole officer to take over Mickey's case.
Kate's investigation zeroes in on Mickey. Meanwhile, Tiny, a former member of Sully's gang, jeopardizes Cochran's career, and Ray tries to get Tiny safely out of the country. Mickey begins working at a Mexican restaurant; Abby meets a new friend at a gun range; and Bunchy encounters a potential new love interest.
Ray gets compromising information on Cochran, who is interrogating Mickey. Meanwhile, Abby tries to have fun with her prospective Trousdale neighbors and gets closer to Jim, her cop friend; Marvin gives Bridget an earring and takes her to a party; and Ray brings Conor to apologize to Alex.
Ashley asks Ray to help a friend who beat up a waiter. Meanwhile, Ray makes contact with Volcheck to seek his help in taking down Cochran; Mickey plans a meeting with a movie executive; and Bridget argues with Ray and Abby about the earring from Marvin.
Tension runs high when the whole Donovan family come together for Conor's birthday. Meanwhile, Ashley's stalker returns and her boyfriend demands that Ray get rid of him; and Ray sees Cookie Brown when he shows up to take Bridget out for a night.
Lee Drexler returns from his honeymoon and is confronted by Cookie Brown, who demands the rights to Marvin's music. Ray arranges the deal, but Lee reneges on it. Meanwhile, Kate reopens her investigation but is threatened by two Southie thugs.
Ray tells Bridget she needs to lie about where she was during the shooting for her own safety; Ray convinces Lee and Ezra to give Cookie the rights to Marvin and Rekon's music; Mickey makes plans to rob a pot store with Shorty; Kate visits a Walpole inmate to find out what went wrong with her article.
Ashley's stalker, Bob Lepecka, returns and makes trouble for Steve Knight. Meanwhile, Cochran is officially nominated for the FBI directorship and tries to protect himself from the vetting process; Kate confronts Ray about his past; and Mickey gathers a team for his pot store robbery.