Add remaining 1 tbsp of olive oil to the skillet. Add the shaved beef, salt, and black pepper. Cook for 3-4 minutes until browned and cooked through.
Return the onion and pepper mixture to the skillet with the beef. Stir to combine.
Divide the meat and vegetable mixture into 4 equal portions in the skillet. Top each portion with 2 slices of provolone cheese. Turn off the heat and cover the skillet for 1-2 minutes until the cheese is melted.
Toast the hoagie rolls under a broiler for 1-2 minutes. Use a spatula to transfer each cheesy beef portion onto a toasted roll. Serve hot.