|“|| Rachel: To trouble.|
Harvey: To trouble.
Mike enters the Danbury Federal Penitentiary in Connecticut to face his two-year jail sentence for fraud. Rachel and Harvey struggle to cope personally, while Louis, Jessica, and Donna don't know how to deal with an office empty of employees. It doesn't take long before the firm is sued in a $100 million class-action lawsuit for every case Mike touched. When they learn that all their client files were also stolen, the three name partners agree to go all in for the sake of the firm. In jail, Mike discovers a new enemy in Frank Gallo, an inmate who has a great deal of influence with the guards. Gallo tricks Mike into giving him Rachel's phone number, and promises trouble for Mike in his vendetta against Harvey.
- Gabriel Macht as Harvey Specter
- Patrick J. Adams as Mike Ross
- Rick Hoffman as Louis Litt
- Meghan Markle as Rachel Zane
- Sarah Rafferty as Donna Paulsen
- Gina Torres as Jessica Pearson
- David Reale as Benjamin
- Malcolm-Jamal Warner as Julius Rowe
- Paul Schulze as Frank Gallo
- Jake Michaels as R. Jackson (credited as Guard #1)
- Adrian G. Griffiths as Guard #2
- Patrice Goodman as Ruth
- Hubert Tran as Delivery Guy
- Mike Ross begins his two-year sentence at Federal Correctional Institution, Danbury, where he meets cellmate Frank Gallo and counselor Julius Rowe. After he bonds with Gallo, sharing personal information with him and using his cell phone to text Rachel Zane, Gallo reveals that he is not Mike's real cellmate; he had bribed a guard and had forced Mike's real cellmate to switch for the night, as he wished to use Mike to exact vengeance upon Harvey Specter, who was responsible for the thirteen years he spent in prison.
- Benjamin and Gretchen Bodinski are the only two employees remaining at Pearson Specter Litt.
- Harvey and Jessica Pearson decide to smoke marijuana to get high, in order to deal with the aftermath, and convince Louis to smoke too.
- The senior partners who fled the firm attempt to hack into the firm's network in order to obtain client information, as they are attempting to bifurcate the firm. Jessica is also served with a $100 million class-action lawsuit for every case Mike was involved in, to which Louis suggests they use the $10 million they have from the 20 partners' senior partnership buy-in to settle the lawsuit for ten cents on the dollar.
- Harvey and Donna mention The Breakfast Club; Harvey also references Gone with the Wind.
- Mike references The Shawshank Redemption and The Jerk
- Louis makes a reference to Crouching Tiger, Hidden Dragon.
- Goddamn Counter: 9
- It is revealed that Jessica grows her own marijuana.
Jessica: This life isn't for everyone. And it's harder on some than it is on others.
Rachel: What are you saying?
Jessica: I'm saying that for women, the rules are different. You can't be everyone's friend and invite them to tea because warm means you're weak. I wasn't gonna be weak. But now the flip side to that is, if you're strong, they think you're cold. And that's why they're all gone, because they see me as as unfeeling and manipulative. I'm tired of it.
Harvey: You telling me you never slipped up and had an inappropriate relationship?
Jessica: Louis, I do not want to know the answer to that.
Louis: I did. It was the most shameful night of my life.
Jessica: Harvey, don't–
Harvey: What exactly was so shameful about it?
Louis: Well, she was a paralegal, and I took mud with her.
Harvey: I don't understand. Are you saying you sullied her reputation?
Louis: No, I'm saying I sullied the concept of mud.
Harvey: What the hell are you talking about?
Louis: What, do I need a bullhorn? I had a premature muddification.
Harvey: What the hell does that mean?
Jessica: I think we all know what that means.
Louis: It means I couldn't hold my mud.
Jessica: One thing about everyone being gone we got the run of the place. I never knew what the ceiling looked like in here.
Harvey: It's like "The Breakfast Club."
Jessica: Do you ever not quote a movie?
Harvey: No, and you got a problem with that, frankly, my dear, I don't give a damn.
Harvey: Louis, after everything we've been through tonight, how hard could it be for us to write down how much we're worth right now?
Louis: I need another fifteen minutes to myself.
Jessica: Aw, Harvey, let him go. He probably doesn't have as much as we do, and it's a vulnerable thing for him.
Harvey: "Vulnerable"? He just told us he jerked off in the mud an hour ago. You don't think he's gonna do that right now, do you?
Jessica: Based on what he told us, he doesn't need fifteen minutes for that.