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1.) Combine sherry and maple syrup in a small saucepan and cook at medium-low heat for 30-40 minutes (stirring every 4-5 minutes). The idea is to reduce the mixture until it thickens to an almost syrup like consistency.
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2.) While the sherry/syrup mixture is reducing, roughly cut the raw bacon into small pieces.
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3.) Cook the chopped bacon in a frying pan over medium heat until half way cooked (the bacon will cook further in the waffle iron).
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4.) Remove the half-cooked bacon from the pan, place on a paper towel to soak up the excess fat and set aside.
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5.) In a mixing bowl, combine the flour, brown sugar, sugar, baking powder, cinnamon and salt.
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6.) In a separate bowl combine eggs, milk, melted butter and vanilla. Mix until eggs are thoroughly integrated.
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7.) Combine the dry and wet ingredients, stirring until smooth.
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8.) Heat waffle iron.
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9.) Once the sherry/syrup mixture has thickened, add 2 Tablespoons of butter, stir until completely melted, and reduce heat to low.
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10.)Once the waffle iron is heated and ready, spray with a non-stick spray.
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11.) Pour desired amount of batter onto bottom of waffle iron and sprinkle a handful of bacon (equivilant of 2 bacon slices) onto to the top of the batter.
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10.) Cook according to manufacturer's instructions, then remove waffle from iron and top with Sherry Syrup
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Enjoy!