After hearing an ex from college has died, Ruby attends his funeral to reflect on her love life.

Ruby makes a mistake and questions past relationships when she and AJ attend an ex's wedding.

Ruby thinks her new client, Isaac, is a stalker and must warn her exes that they may be in danger.

Ruby attends in-person therapy for the first time in years; when her therapist suggests she take a break from romance, it proves to be more of a challenge than anticipated.

Ruby reconnects with the "one who got away", who gives her more insight into how she is in relationships; AJ makes a discovery that changes the course of the case.