Hannah attempts to ease Adam into her social circle as Marnie recovers from a second breakup with Charlie and Shoshanna establishes her priorities after her split with Ray. Meanwhile, Jessa is secretly in rehab, but finds herself an unpopular fixture due to her careless attitude with the other patients.
Hannah's editor, David, dies, but Hannah's more concerned with what will happen to her e-book. Jessa finds out that a friend from the past faked her own death. Marnie quits her job at Ray's coffee shop.
Caroline is creating tension in the apartment.Hannah finds a new editor,but her previous publisher won't release her book. Marni seeks out Ray's opinion of her, but her response is pathetic and desperate, and ultimately proves Ray's point.
Hannah starts a new job doing "advertorial work" at GQ and has to make a few adjustments to fit in. Ray and Marnie clash in an on-again-off-again fling. Shoshanna displays glances with Ray and then later gets with her current guy. Jessa chats with Shoshanna as she works the clothing store. Adam has good news/bad news from a couple of casting calls.