“The Whole Point of Being Roommates” focuses on Chicago Fire’s Gabby Dawson, who tends to overstep boundaries. This episode in particular highlights this aspect of her character as it builds a relationship between Dawson and the teenage girl she rescued in the previous episode. While Bria’s girlfriend is in the hospital, Dawson asks her a few questions about her circumstances and becomes suspicious after Bria evades her answers.
This is when Dawson really starts to cross the line. She begins to follow Bria, eventually offering her a ride home to try and find out where she lives. After Bria enters her house, Dawson sneaks inside to find that Bria’s father is heavily addicted to prescription painkillers due to an injury at work. Dawson offers to help Bria and ends up getting a call back after his father has a drug-related seizure. Dawson tries to help, but Severide ends up calling 911, who starts investigating Bria’s life situation and forces her to run away. Dawson’s reckless disregard for rules and other people’s feelings ultimately endangers Bria’s safety, making the episode “The Whole Point of Being Roommates” uncomfortable to watch.