Alex is emotionally torn when he goes to work in a bank and finds that the vice president to whom he reports is Ms. Ryan, a beautiful, smart and self-confident woman and that he's growing more romantically interested in her each day.

The Keaton family delights in Alex's taking orders from Ms. Ryan, but their playfulness wanes when they discover his attitude toward her is taking a toll on his career and ego.

The Keaton's are a house divided over a ""major"" domestic issue whether to redecorate their old-fashioned, but cozy kitchen. Elyse, Mallory and Jennifer think the time has come to leave the familiar behind and opt for a new, more modern look. Steven loves the kitchen's history, and doesn't want to change a tile.

Alex only half-heartedly joins the fray. His thoughts are elsewhere, in Chicago to be exact. His employer, Leland Trust, is sending two representatives to the 15th Annual Midwest Banking and Financial Planning Seminar, and Alex is already packing his bags.

But he's in for a rude awakening when his boss, Rebecca Ryan, chooses the shy and retiring Matthews over Alex to accompany her to the conference. When Matthews becomes ill, however, Alex is pressed into action. This could turn out to be the professional highlight of his young career. It could also turn out to be the end of his brief career, as he is obliged to ""room"" with his boss for the duration of the conference.

While Steven tackles the job of re-wallpapering the Keaton kitchen singlehandedly, Alex is in Chicago with his boss, Rebecca Ryan, attending an important banking conference. Forced to share a tiny room due to a shortage of hotel space, the two spend an awkward and uncomfortable nite together, with Alex relegated to sleeping in the closet.

Getting ready for the conference, Rebecca becomes more and more nervous as she prepares to meet the Federated Bank President Charles Okun, Jr. to try and facilitate a merger between his bank and Leland Trust.

Unfortunately, the champagne flows at the banquet and Rebecca proceeds to get thoroughly drunk. To Alex's surprise, she ends up insulting Okun and his young wife, totally blowing any prospects of a merger. Most embarrassing of all, Rebecca ends up making a pass at Alex.