Insecure

Issa, feeling the pressure to be a "Boss CEO," spends the whole weekend hiding in the bathroom trying to come up with a pitch for a major city contract. She starts hallucinating her younger, "Awkward Black Girl" self in the mirror, who is roasting her for wearing $200 leggings while her bank account is still "disrespectful."

Molly, now thriving in her relationship with Taurean, invites Issa and the girls to a high-end "Wellness Retreat" in Ojai. Molly is in full "I’ve done the work" mode, constantly quoting her therapist and trying to "optimize" everyone’s vibes. Insecure

During a "Silent Reflection" hike, Kelli accidentally eats an entire bag of "medicated" dried mangoes and starts narrating everyone’s deepest insecurities at full volume. She yells at Issa: "You’re so scared of failing as an adult that you’re forgetting to be a person!" Issa, feeling the pressure to be a "Boss