When Dean scares off a big prospective client by being too dramatic, Stewart tells him maybe it’s finally time to let go of his “Grinder” persona and come down to earth. He tries to convince Dean he should go to therapy. Dean reluctantly agrees, but in typical Dean fashion, he overcorrects and begins “therapizing” the whole family, including Debbie, who is now tempted to quit her grueling job.

Dean's therapist, Jillian, encourages him to, once and for all, shed his Grinder persona and find out who the real Dean is. Through his therapy exercises, he ends up making others around him evaluate their own issues, much to Stewart's frustration.

Stewart becomes certain there's a larger conspiracy against the firm. It’s the first time Sanderson & Yao has ever been involved in a truly dramatic situation, but Dean has shed his “Grinder” persona and refuses to listen to Stewart’s “paranoia.” Instead, Dean decides to focus on being the office intern, so Stew has to take matters into his own hands.

As the conspiracy surrounding Sanderson & Yao reaches a boiling point, the only man who can get to the bottom of it has abandoned the "grind" and enrolled in law school. Stewart, desperate for Dean's help, will go to any lengths to turn his brother back into "The Grinder".