Step 1: Prepare the Herb Mixture
In a small bowl, combine the garlic, shallot, parsley, sage, basil, and olive oil. Stir until well mixed.
Step 2: Butterfly the Steak
Using a sharp knife, butterfly the flank steak by slicing it horizontally without cutting all the way through. Open it like a book and gently pound it between sheets of plastic wrap until evenly thin.
Step 3: Add the Filling
Spread the herb mixture evenly over the surface of the steak.
Layer the turkey ham over the herbs, leaving about a 1-inch border around the edges.
Arrange the provolone cheese evenly over the turkey ham.
Step 4: Roll the Steak
Starting from one long side, tightly roll the steak into a log.
Place the seam side down.
Tie the roll securely with kitchen twine every inch to hold its shape.
Step 5: Slice into Pinwheels
Using a sharp knife, cut between each piece of twine to create approximately 1-inch-thick pinwheels.
Season lightly with salt and black pepper.
Secure each pinwheel with a soaked toothpick if necessary.
Step 6: Sear
Preheat the oven to 350°F (175°C).
Heat a cast-iron skillet over medium-high heat.
Add a small drizzle of olive oil if needed.
Sear each steak pinwheel for about 2–3 minutes per side until beautifully browned.
Step 7: Finish in the Oven
Transfer the skillet to the preheated oven.
Bake for 8–10 minutes, or until the steak reaches your preferred level of doneness
Step 8: Rest and Serve
Remove from the oven and loosely tent with foil.
Allow the steak to rest for 5 minutes.
Remove the kitchen twine and toothpicks before serving.