Pull the steaks out of the fridge and allow to come up to room temperature for about 15 to 20 minutes. Preheat the oven to 275 degrees. Cover a baking sheet with foil and set a wire rack on top.
Salt and pepper both sides of the steaks and place on the wire rack. Insert a probe thermometer into the middle of one of the steaks. Bake until the probe registers 90-95 degrees for medium-rare (about 20-25 minutes) or 100 degrees for medium. Remove the steaks from the oven.
Heat a tablespoon of oil in a cast iron skillet over high heat until the oil smokes. Add the steaks and sear until a nice crust develops on each side, about 1-2 minutes.
Remove from pan. Top with the blue cheese and cover with foil. Allow the steaks to rest for 10 minutes before cutting.
Meanwhile, prepare the pears. Melt the butter in a non-stick skillet over medium-low heat. Add the pears, brown sugar and vanilla. Cook until the pears begin to soften and the sugar forms a glaze, about 7-8 minutes. Turn off the heat and stir in the bacon.
Serve the pears with the steaks.
Enjoy!