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Generously grease a cookie sheet with olive oil.
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Heat a large cast iron or other heavy bottomed skillet over medium heat. Add the pumpkin seeds and toast until lightly golden brown (about 4-5 minutes). Remove from heat and set aside.
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In a medium pot, combine sugar, light corn syrup, butter, and water. Whisk briefly to combine.
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Over medium heat, cook until the mixture caramelizes and turns a nice medium brown (about 15 minutes). At this point the mixture can burn very quickly, so keep a close eye on it. Remove the pot from the burner.
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Immediately, whisk in the salt, baking soda, and chipotle powder. Add the pumpkin seeds and stir until they are fully coated.
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Working quickly, pour the contents of the pot out into the prepared baking sheet. Using a rolling pin, spread the mixture out about 1/4-1/2 inch thin.
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Allow the brittle to cool and break up into pieces.