Annie and Fran attend the Fat Babe Pool Party. Annie is so empowered by the experience and so furious with her boss, Gabe, that she posts a body positive article to the paper's website.
Gabe gives Annie a meaty article to write about a women in business convention. Though Annie thinks it's a way to monetise feminism, Gabe guides her to a conclusion about society.
Annie tries to make amends after a professional disaster, while Gabe forces her to write a profile of him to promote his memoir. Annie reconnects with someone she initially wrote off. Fran visits Emily's parents' house for dinner and learns a big secret.
Annie isn't going to let her troll ruin all the success she's had recently. So, she invites Ryan to a work event -excited to introduce her boyfriend into her life.
Annie's writing her first article, going on her first date with Ryan and, finally, asking more from the people in her life than she has before. Things are looking up, until an internet troll appears..
Annie meets the publisher of The Thorn and the interaction makes her realise that she's been selling herself short in her personal and professional life.
Annie demands more hard-hitting assignments at the Thorn's annual creative retreat. Fran has trouble making friends at her new job. Annie, Fran, Ruthie, and Maureen have a girls' night out to help Annie get her mind off Nick.