Preheat a cast iron skillet over medium-high heat.
In a small bowl, mix the olive oil with chopped fresh rosemary, thyme, salt, and pepper.
Pat the steak dry and rub half of the herb oil mixture evenly over the steak.
Lightly score the surface of the steak to allow the flavors to penetrate.
Roast the garlic cloves by placing them on a piece of foil, drizzling with a tiny bit of olive oil, sealing the foil, and placing them in a preheated 400°F oven for about 12-15 minutes until soft.
Once the skillet is hot, sear the steak for about 3-4 minutes on one side until a rich crust forms.
Flip the steak, then add the roasted garlic to the pan, spooning some of the garlic and herb oil over the steak, continuing to cook for another 3-4 minutes for medium-rare (adjust cooking time as desired).
Remove the steak from the skillet and let it rest for 5 minutes before slicing.
Serve the sliced steak topped with the roasted garlic pieces and any remaining herb oil.