Jeff and Gage battle over the remodel of their dream house as delays and cost overruns strain their relationship. The tension escalates when Jeff buys a new house without consulting Gage. Meanwhile, Jenni makes plans for her own future with an engagement party to introduce her new fiancé. Jeff also introduces a new design assistant, Andrew, who is put to the test when Jeff puts him in charge of finishing a project before the owners arrive from out-of-town to move in.

While trying to convince his favorite client, Jeanne Shaw, to undertake a major remodel of her home, Jeff realizes that Jenni is way over her head planning her upcoming wedding in Chicago. Jeff and Jenni fly to the Windy City to nail down the details of her nuptials.

Jeff faces off with a tough new client over budgetary issues while trying to convince her to expand her remodel. Meanwhile the new design assistant, Andrew, finds himself in hot water when he steps over boundaries of inappropriate business behavior.