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Steak with Orange Bourbon Glaze

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  Preheat grill to high and oven to 350F. In a medium bowl, combine
 Cajun seasoning, cayenne, salt, pepper and 2 tablespoons canola oil.
 Rub mixture on both sides of the steak. In a saute pan, sear steak
 for 7 minutes on both sides. Place steak in a plastic bag to marinate
 for 1 hour in refrigerator. After marinating for 1 hour, remove steak
 from refrigerator and let sit for 15 minutes. Grill steak for
 12 minutes (6 minutes on each side). Remove from grill with tongs
 and let rest for 8 to 12 minutes. Using a serving spoon, add Orange
 Bourbon Glaze to steak.

  Orange Bourbon Glaze:
    2 tablespoons diced shallots
    1/4 cup butter, divided
    1 cup bourbon
    2 seedless oranges, peeled and segmented
    1/2 cup brown sugar
    1/4 teaspoon salt
    1/4 teaspoon black pepper
    4 cups beef stock

  In a medium saucepan over medium-high heat saute the shallots in
 2 tablespoons of butter until caramelized. Whisk in the bourbon,
 oranges, brown sugar, salt and pepper. Bring to a simmer over
 medium-high heat. Reduce heat to medium-low and add beef stock.
 Simmer until mixture is a sauce-like consistency. Remove from heat.
 Whisk in the remaining 2 tablespoons of butter.