In an effort to help Whitney earn some money, Roxanne hires her to be her assistant and office spy. Willing to do anything to help Roxanne, Whitney befriends Lindsay, the assistant to Roxanne's nemesis, and goes out of her way to appeal to her. Meanwhile, alone at home Alex takes it upon himself to do a little reorganizing. Elsewhere, Mark, who is dealing with a girl problem, enlists the help of Neal and Lily.

When Whitney becomes close to a male co-worker, Alex begins to feels a little jealous. The two notice a disconnect in their relationship and decide to go to see Dr. Grant, a couples therapist who assigns at home exercises designed to improve communication and intimacy -- and result in some awkward moments. Meanwhile, Lily and Neal host a game night and Mark and Roxanne realize that they make good partners.

Whitney is shocked to discover that Roxanne's ex-husband Lance is back in town. Whitney tries to dig up dirt on Lance so that she can convince Roxanne that he is not a changed man, but instead ends up with a surprise of her own. Meanwhile, Neal encounters some racism with one of his work colleagues, but isn't sure how to handle the situation. Elsewhere, Lily doesn't want to tell Neal that she lost her engagement ring and begins frantically searching everywhere for it.