Jack's ex-wife Allie demands a job at Blush as part of their divorce settlement. However, she reveals to Finch that it's merely a plan to win Jack back. Plans backfire when Finch sleeps with Allie as Jack prepares to walk in on them. Meanwhile, Nina ruins Elliott's relationship with a therapist.

Jack discovers Finch and Allie; he fires Finch the next morning. Two weeks later, Jack has a new secretary, for whom Elliott and Nina cannot decide their feelings for. Finch wants to come back, but finds a job as Snoop Dogg's assistant when Jack refuses. After Allie tells Jack the truth about how she came onto Finch, he decides that he wants his old assistant back.