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1 Season the steak/s with black pepper, then allow the meat to sit at room temperature for 1 to 1-1/2 hours. 2  Preheat oven to 400 degrees F. 3  Heat the oil in a cast-iron skillet over medium-high heat or just until the oil begins to lightly smoke. Transfer the skillet to the oven and cook until an instant-read thermometer reads to desired doneness (oven cooking time will be anywhere from 5-15 minutes depending on the desired doneness of your steak --- for medium-rare 140-145 degrees and for medium 155-160 degrees.
Pre-heat oven to 375 degrees first. Then in a large heavy, ovenproof skillet, heat olive oil over medium-high heat until almost smoking. Place the steaks in the hot pan and cook until well seared on 1 side, about 3 minutes. Turn the steaks over, there should be a nice crust on top.Transfer the pan to the oven. Roast for 10 to 12 minutes or until the steaks are cooked medium-rare.re-heat oven to 375 degrees first. Then in a large heavy, ovenproof skillet, heat olive oil over medium-high heat until almost smoking. Place the steaks in the hot pan and cook until well seared on 1 side, about 3 minutes. Turn the steaks over, there should be a nice crust on top. Transfer the pan to the oven.