Using 1 tablespoon Extra Virgin Olive Oil, brush steak with oil on both sides. Then, season it on both sides with black pepper and herbs.
Heat 1 tablespoon Extra Virgin Olive Oil in a cast iron skillet over medium-high heat until hot & shimmering. Sear the steak for 1-3 minutes per side, depending on thickness, until it is cooked through to rare.
Remove steak from the pan and let it rest while you make the balsamic vinaigrette.
To make the vinaigrette: In a small bowl, mix 2 tablespoon Extra Virgin Olive Oil with 1 tablespoon balsamic vinegar. Add sea salt to taste, then stir in the pan drippings from the steak.
Thinly slice your steak against the grain. Serve it on top of the arugula, topped with shredded or shaved Parmesan and balsamic vinaigrette.
Notes
Give the steak a bit more time in the pan if you prefer yours a little more done, but you’ll want to leave a lot of pink for the best flavor; be careful not to overcook. I gave my steak here 2 minutes on one side, 3 minutes on the other, but total cook time depends on thickness.