Assigned a story about a teenaged whiz kid (Cody Kasch), winner of a word definition bee, Jenny succeeds in reuniting him with his estranged mother. She discovers her father's regular deposits into her bank account are the results of investments he made with the money she won while unwillingly participating in childhood beauty pageants at the behest of her mother. Vivy has a date with the visiting editor of In Person's sister publication in Mexico, much to Rick's dismay. Jenny's date with her mysterious phone friend is postponed when Vivy, suffering anxiety due to a partial hair loss resulting from increased chemotherapy treatment, calls upon her for comfort.