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Tripp is an average frustrated chump, who comes up with a golden idea. He partners with Gary, a Wall Street wheeler and dealer, and brings his cousin, Rowan, on-board to help with his business. As Tripp and Rowan journey together for business, Tripp learns about Rowan's extraordinary skills- skills in attracting women. The duo realizes that business and relationships today have a lot in common. Tripp learns Rowan's game and begins closing on business deals. But the problem is, Tripp is married. As the business grows to be worth millions, Tripp realizes that there are many players around him who want a piece of the gold. He must decide to either fight for the gold, or find love, with his new found knowledge of the game.

Living on the outer boundaries of society, the eponymous orange thief and some other country-wise ruffians steal fruit for sustenance, sale, and the sheer excitement of courting danger. After the thief ends up in a Sicilian jail, his life takes an unexpected turn when his bunkmate promises him a deal.