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If you are doing a steak in a pan you want the pan very hot to get a good sear. Preheat your oven to 500 and put your cast iron pan in the oven until it gets up to temp. While ou are preheating the ovenwith the pan start preparing your steak by drizzling and rubbing olive oil on the steaks followed by salt and pepper or however you season your steaks. Let the steaks sit to get to room temp.
When the oven reaches temp take the pan out and put on the range on high and let it sit on the range for about 5 minutes or so (the pan should start to smoke a little from the heat). Take the steak and put in in the center of the pan for 30 seconds then flip it and another 30 seconds.
Take the pan with the steak in it and throw it in the oven for about 3 minutes then flip and another 3 minutes (medium rare add minute each side for medium). Take the steak out of the pan and let it sit for 5 minutes before slicing. Enjoy
I always just put the pan on the stove and got it nice an hot, but you are right, heating it in the oven first is a good idea. I need a new cast iron skillet though lol. When in the oven it on the top rack as close to the broiler as possible right?