Cody Latour is a naïve, directionless man-child. He seems nothing like his distant, CEO father or his eccentric, oil tycoon grandfather. Cody's small world consists largely of drinking by the pool with his dysfunctional friends: a red-neck diesel mechanic, a preachy mall kiosk owner, and a scrubby, mysterious drug dealer. He seems set to live out his days inside an isolated bubble of empty comforts. Then his charismatic grandfather dies, upending the delicate balance of Cody's non-starting life and propelling him out into the world on an impossible mission. Cody hesitantly takes up the challenge, but is dogged along the way by those determined to see him fail, including Monica, his late grandfather's young, beautiful and scheming third wife, and Tagg, the hostile bully that has been fixated on him since childhood. To complicate things, Cody immediately falls for Kelly, the executor of his grandfather's will. She tries to help him at times, but is legally bound from anything romantic.

His bumbling attempts to woo her appear to have about as much hope of succeeding as he does at his grandfather's challenge: Slim to none. That is.until Cody meets Winton, a dwarf and small-time illusionist with a chip on his shoulder and nothing to lose. With his help, Cody presses forward in the shadow of the huge life his grandfather led, in his own immature and socially awkward way. But faced with enemy after enemy, obstacle after obstacle, his struggle begs the question: does he have what it takes? Is he the right kind of stupid?.