A man on the road to redemption looking to make up for what he lost with Living Spaces, Jeff heads to Chicago for a potential partnership with a furniture company. But stress mounts for he and his team when they realize that they have to impress the entire family behind the retailer. Meanwhile, Jenni struggles with fertility issues as Jeff and Gage embrace the excitement of their upcoming baby.

Back from Chicago, an increase in clients has Jeff feeling like his luck has turned around. However, he soon begins to suspect that Gage's assistant Matt might be leaving JLD, a devastating prospect. Later, the pressure of living in a house under construction finally takes its toll and threatens to ruin Jeff's longest-standing relationship.

Zoila is put on a weeklong leave of absence after a series of mistakes that push Jeff to his breaking point. The explosive outburst points him to the only person he knows who can help pick up the pieces – his therapist Dr. Donna. And Jeff finally admits to just how fearful he is of the impending reality that he will have to balance his business with a new baby girl. Can he manage his new life without Zoila?