Any human being playing with a full deck—see how insidious poker metaphors are?—would quickly come to the conclusion that this behavior is severely counterproductive. But not Huck. That's why Billie's in the movie: to point things out to Huck that are already readily apparent. This is problematic since Billie is played by Drew Barrymore doing a bad Drew Barrymore impression. In this film, she takes her usual cutesy schtick to a cartoonish new level.
But the worst part is co-writer/director Curtis Hanson's sloppy work. He films a love scene on the top of a parking garage overlooking the Bellagio fountain. That's the Las Vegas equivalent of shooting a love scene in front of Niagara Falls before panning over to a fireplace. Later, during a scene on a suburban street, where Billie breaks up with Huck, Billie turns away at her emotional pique and hails a cab. There isn't a car in sight, but suddenly, a taxi pulls up. In the suburbs. And this is the same guy who directed L.A. Confidential.
Normally, the combination of Hanson, Bana, Barrymore and co-writer Eric Roth would be a pretty strong hand, and that makes Lucky You a really bad beat. That's right—this whole movie's a bad poker metaphor, and bad poker metaphors are hereby banned.