Cook steak. Heat a large cast iron skillet over medium-high heat for about 3 to 5 minutes. Drizzle remaining 1 tablespoon of oil in the pan and swirl around. Place 1 or 2 steaks in pan, don't crowd. Let cook, undisturbed, until a nice crust has formed on the bottom, about 2 minutes. Flip steaks and continue ooking to desired doneness, about 1 more minutes for medium-rare, 2 for medium, 3 for medium-well and so on. Repeat with remaining steaks, adding another tablespoon of oil to the pan if necessary.