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Two friends from Brooklyn (Jerry O'Connell, Anthony Anderson) are forced to deliver mob money to Australia. Their misadventures begin when one of them places his red jacket on a kangaroo while attempting to snap a picture. When the kangaroo bounces off, they realize the mob money is in the jacket and are forced to give chase through the Outback.
Bernie Lootz (William H. Macy) is the unluckiest man in Las Vegas... he's so unlucky, it's contagious. Looking to knock out their highest rollers, one of the last mob-run casinos in town, the Shangri-La Hotel and Casino downtown, decides to use Bernie as a "cooler" to defuse their lucky streaks. The scheme goes fine until Bernie falls in love with a cocktail waitress, Natalie (Maria Bello), who becomes his "lady luck", much to the chagrin of the casino's crooked director (Alec Baldwin) who aims to break up the romance, and Bernie's newfound luck...
A former lawyer (Jon Bon Jovi) hatches a get-rich-quick scheme that involves using his credit cards. He ends up in court after his plan backfires.