Dre can’t seem to land a good pitch now that he’s moved up to general marketing at his firm and begins to doubt himself. Meanwhile, Bow and Ruby question the new boy Diane is dating who doesn’t necessarily meet her standards

Dre spirals after finding out his white co-worker Griffin has a better sneaker collection than him. Meanwhile, Bow lets Diane take a day off from school against Pops’ advice.

Dre gets news that he’s been nominated for an Ad World Award but may have to miss an important family function if he attends. Meanwhile, Olivia returns from Yale to visit Junior who has a full day of L.A. fun planned for their visit.