Steak with Orange Bourbon Glaze

1/4 teaspoon Cajun seasoning
1/4 teaspoon cayenne
Salt and pepper
2 tablespoons canola oil
1 (14 ounce) NY strip steak

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.