Jack(Owen Wilson) gets in a brutal fist fight.  Surfer/drifter/con man Jack Ryan (Owen Wilson) makes his way to Hawaii and lands a job caring for Walter Crewes (Morgan Freeman), a judge on the island. His new gig leads to an involvement with an beautiful, enterprising woman (Sara Foster), who’s really the lover of a real estate tycoon (Gary Sinise) - a shady businessman and longtime rival of Judge Crewes. Ryan, naturally, has to choose between the woman, the money, or the honorable path.