Prep your waffles and keep them warm in an over set to 300 degrees F.
Heat the oil in a large Dutch Oven.
Arrange the flour in a shallow dish and whisk in a little salt and pepper.
Arrange a baking sheet with a grate set in the middle for drying.
Whisk the brown sugar, chili powder, and cayenne in a small bowl and set aside.
Remove each piece of chicken from the buttermilk and allow the excess to drain off.
Dredge in the flour and make sure to coat all sides.
Carefully place a few pieces as a time in the fry for about 15 minutes, until cooked through and golden.
Carefully remove chicken to the wire rack for a moment
Using tongs, toss in the bowl with the brown sugar mix to coat.
Place back on the rack to dry.
Repeat as needed for each piece.
Serve over the buttermilk waffles with a little syrup on the side.