Round on Both Sides follows Niecy Bridges as she struggles to get her life together. Time is running out on both her dream of becoming a supermodel as well as her opportunity to be a good mother. After several years of being an absentee parent while pursuing her struggling modeling career in New York City, Janice returns home to Ohio to check in her daughter. However, the comfort she seeks is not there; neither is Quinn, her 11-year-old child. When Janice sets out to find her daughter she ends up finding herself instead.