Nancy struggles to fit into the ranks at the halfway house; Jill drops a bombshell; Andy and Shane find a place to live; Silas scores a modelling gig; Doug is offered his dream job.
Nancy pursues a job at the office where Doug works, while Andy has found himself in a romantic situation that just might be over his head. At the loft, Shane tries to set up house, while Silas attempts a partnership with Nancy.
Nancy goes back to California and pursues her custody battle against Jill; Andy's relationship takes a odd turn; Shane tries college; back on Wall Street, Doug makes do without Nancy.
Nancy confronts an old friend, leaving Silas caught in the crossfire. Back at the loft, Andy comes up with a new business venture, and turns to Shane and Doug for help.
Nancy sells pot at the company softball game; Andy has the grand opening of his bike shop; Silas distributes marijuana in the back room; Shane is offered an internship.
When Nancy is visited by her ex-cell mate Zoya, things get complicated with her supplier Demetri. Meanwhile, Andy and Silas battle over the use of Andy's bike shop, while Shane gets an education he never expected.
Silas betrays Nancy, while Shane makes one last attempt to protect Nancy from Ouellette. Back on Wall Street, Doug and Whit come up with a plan to keep the hedge fund alive.
