Alex is suffering from post-divorce trauma. Helen has yet to recover from the passing of her fiancé. The two coworkers end up in an awkward dating situation that neither are prepared to solve.

Stephen asks Alex to entertain a client who is thinking of leaving and when he needs to find female companionship, he turns to Dan. Emma has a thing for a man who works in another office and Helen tries to help her.

Stephen assigns Emma to help Alex and his team on a presentation after she speaks out of turn in a meeting as a way to not so subtly push Alex. Helen visits Alex's therapist, then ends up on a date with him.

The team is assigned to help a client who cheated on his wife. Alex's office mates attempt to assist with his love live by creating a fancy online profile for him.