Season three, episode four of Insecure, titled “Fresh-like” opens on Issa (Issa Rae) getting back to her signature mirror rapping in the bathroom of her new crib. Daniel (Y’lan Noel) knocks on the door and drops off the last of her things. She tells him she appreciates him, and he cuts her off and says “You don’t have to do all that,” before things get too sentimental. They hug and say goodbye but he’s clearly salty.
As Daniel leaves, Molly (Yvonne Orji) arrives with some boxes Issa stored at her place and brings a couple of housewarming gifts: a foam mattress, a plant even Issa can’t kill and some “next level” Hennessy because Issa is a “next level” kind of girl. Molly launches into a pep talk about new beginnings, but Issa cuts her off and says any time she tries to make big changes she falls back on old habits. So, they get to unpacking and Molly tries to convince Issa she has no use for the CDs Lawrence made her after their first date or Forever 21 earrings (“They last forever”). They’re interrupted, however, when a tenant knocks on the door convinced there are squirrels living in the walls and says Issa needs to fix it ASAP.
Later that night, Issa continues unpacking, and just when it seems she’s on a roll getting rid of unnecessary things, she decides to keep some of it. Those old Lawrence mix CDs of Adele? They’re “rolling in the keep.” She also stumbles on her high school rap journal and reflects on how simple life was back then.
The next day, Frieda (Lisa Joyce) approaches Issa at her desk and gives her some good news: Joanne (Catherine Curtin) has finally agreed to let her return to the field and We Got Y’all is changing their tone-deaf logo.
Meanwhile, Molly complains to her therapist that she’s not quite sure where she fits in at her new company. She made a move so she could be the star of her law firm, but things aren’t panning out the way she had hoped. Her therapist suggests she focus on how she can be helpful to the firm, but Molly instead launches into a diatribe, “I just don’t want to allow myself to keep getting comfortable in a bad situation. I don’t have time for that. After Dro, I’m only interested in making moves that take me where I want to go.” Her therapist rightly asks who Dro is and Molly glances around awkwardly. Looks like someone hasn’t been forthcoming.
Back in the office, Molly decides to take her therapist’s words into account. She approaches the other women at the firm and asks how she can help. It’s against her nature, but she wants to make this work. Then again, she can’t shake the feeling that she might be able to make more of a splash if she hitches her wagon to one of the cockier guys in the office. Later, when the ladies ask if she wants to go over the case that evening, she fumbles for an excuse until a male co-worker interjects asking if she’s ready to go over another case. They realize that Molly is only interested in getting ahead, not being helpful.