Sutton helps with a shoot for Scarlet with Alice Knight (Raven-Symoné) and leads her to believe that she's an official Scarlet stylist. When Alice asks Sutton to style her for another event, Sutton is thrilled, because all she wants is to be promoted to stylist at the magazine. Thinking this freelance assignment will help put her on the map, she takes it, only to let Alice down when she finds out Sutton isn't really a stylist, but a wannabe.
Alice calls Oliver, extremely angry that he oversees someone who would lie about her work, and Oliver ices Sutton out for days. He won't talk to her beyond what he absolutely has to at work, but he eventually warms up to her when Sutton wins Alice over and grows her Instagram following, proving she's an asset to the Scarlet team. In the end, he convinces Jacqueline that Sutton deserves the stylist job. He tries to offer Sutton the job at the same time she tells him she's moving to San Francisco, so he ends up not telling her. But he can't let her leave without knowing all the information, so he shows up at Jane's apartment the night before the wedding with business cards with Sutton's married name and stylist title so she can decide for herself if she wants to leave. He also officiates Sutton and Richard's wedding for them.