
Lisa reels from being cut, and all she seems to do for the remainder of the film is take the “slow” insinuation to heart: she loses her focus and wanders around in an unshakeable fog that make many of her actions inexplicable.
Her first downfall is in starting a relationship with Matty (Owen Wilson), a baseball player for the Washington Nationals who is the epitome of many of the womanizing narcissists that we see in many pro athletes. Matty is too full of himself to respect Lisa, but she doesn’t care: he’s good for the purely physical relationship and she doesn’t want to bog herself down in a commitment.
That decision does not seem so out-there at first, since her commitment to the softball team had ended badly. She was just looking to take her mind off her troubles.
Almost as proof that she and Matty were just “friends with benefits,” Lisa agrees to go on a lunch date with George (Paul Rudd), who was set up with her through a mutual friend. George is also having a spell of bad professional luck. He recently received a document informing him that he was being indicted by the federal government for a wrong-doing at work.
So, the two sit in a fancy restaurant, each seemingly aware of the other’s job-related woes as one would be aware of a big elephant in the room; but, of course, they don’t address it. In fact, when George starts nervously rambling to Lisa at the restaurant because he is nervous about his feelings toward her or is just generally confused about the state of his life now that he is being indicted (or a combination of the two), she tells him to be quiet. She wants the two to sit in silence so she can clear her head.
The “elephant in the room” idiom (not addressing or ignoring obvious, looming truths) is, ironically, the best picture of how this film plays out. Many of the problems between the characters are never truly explained or thought through. Why does Lisa, who could possibly commiserate her woes with George, tell him to be quiet? If she doesn’t want to discuss her problems, she should have just stuck with Matty and not even bothered with George.
As for George, a federal case is made out of the fact that he is the target of…a federal case (investigation details are so bad that his secretary tells him she will be fired if she lets anything slip to him). However, the charge is never specified. Wikipedia’s explanation: he is “the target of a criminal investigation for criminal malfeasance.” Okay, then. It’s awfully lofty for a guy who seems like he tries to do well, but let a bad thing trip him up.
Perhaps Lisa’s telling George to be quiet was her way to try to regain power after her (and his) professional losses; a way to become more centered and move forward. But this is the only action in the film in which this could be an adequate description.
When the two meet back in his apartment in later days to talk, George pours his heart out about his feelings about life, people, his job woes, whatever, and all Lisa can respond with is “Huh?” or some other noise of incomprehension. Any moment between the two is lost. Lisa becomes so cloying that you want to yell, “snap out of it” to her mid-way through the film.
Lisa gains no more stability with Matty, with whom she decides to move in. Strange, again, as Matty has barely been able to distinguish her from one of his many other one-night stands (the man has closets full of women’s clothing so his conquests don’t have to leave his apartment to do the “walk of shame” with last night’s ensemble, for crying out loud). Now they love each other? It doesn’t take long for Lisa to realize that, gee, Matty is a self-absorbed jerk and she’s better off without him. So she leaves with her suitcases in hand and goes back to her one-sided chats with George (who, in another fuzzy plot point, may or may not be her new love interest).
“How do you Know” is as vague and frustrating as the question posed in the title (How do we know… what?) It is even more of an anomaly considering the leads. Witherspoon has found her niche in playing cute, bubbly girls who have to face obstacles and prove that they are tough cookies (who says cute girls are too weak to face their problems?) Simply think back to “Legally Blonde” where she played a ditzy sorority girl who managed to graduate Harvard Law School, or in her dramatic turn in “Walk the Line” as June Carter Cash, a woman who supported her country singer husband, but refused to be overshadowed by his fame. After considering those roles, it is hard to see why she chose Lisa, a woman who is completely unsympathetic in her actions and does not resolve to adequately solve her character’s problems by the end of the film.
As for Rudd, he comes close to playing his lovable average-Joe type (the man who isn’t the classic stud, but still manages to woo the ladies based on his charm and general cuteness), but considering George seems to have no more grasp on what a more positive direction for his life should be by the film’s end, he doesn’t quite endear as much as he should.
Finally, in the wasted talent category, we come to Jack Nicholson. Yes, THE Jack Nicholson is in this film as George’s executive father and boss. Normally, Nicholson has enough presence and clout to be mentioned much earlier in a review, but here he has been relegated bumbling old curmudgeon who seems to thrown his hands up at his son’s misfortune as if to say “what can I do?” He is not the rabble-rousing revolutionary we know from the likes of “One Flew over the Cuckoo’s Nest” and other legendary works in the actor’s repertoire.
Alas, Witherspoon, Rudd and Nicholson can’t always play the same parts (but all three do niche performances so well). And perhaps these three wanted to try something different when they chose this script, but that “something” is not clear.
Overall, the film is flighty in every aspect of its development. Characters’ problems were brought up, but scarcely fleshed out, which is inexcusable for a nearly two-hour long film. It leaves more questions than answers, certainly what a film that seems to be billed as a light-hearted romantic comedy should never do.






















