A newly single Annie jumps back into the dating world with mixed results, and Fran and Emily take their relationship to the next level.

Amadi sets Annie up on a disastrous blind date. Fran is sick of working from home and takes a job at a salon. Bill and Vera make a big announcement about their future.

Annie demands more hard-hitting assignments, and Annie, Fran, Ruthie, and Maureen have a girls' night out to help Annie get her mind off Nick.

For her first big piece, Annie visits a separatist community outside of Portland. Plus, Fran and Emily make a sex tape, and Annie tries to move things forward with Nick.

Annie faces backlash over her separatist article and realizes she might deserve it. Fran introduces Emily to Nigerian food and her mother.

Annie tries to make amends after a professional disaster, and Gabe forces Annie to promote his new memoir. Plus, Annie reconnects with someone, and Fran learns a big secret.

Annie, Will, Fran, and Emily spend a weekend at the Oregon coast, and Annie and Fran reminisce about the early days of their friendship.

The Thorn staff hears rumors that the paper has been sold, Annie puts a relationship in jeopardy, and Fran and Emily have a serious fight.