Drizzle steak with about 2 tablespoons of olive oil on both sides. Salt and pepper steak on both sides. Sear in a hot dry skillet or grill. Cook until medium, about 4-5 minutes on each side. Set aside to rest, about 10 minutes. When rested, slice in thin slices. In a bowl, add about 1/4 cup of olive oil. Add 1/2 teaspoon salt and pepper. Coat tomato slices in olive oil and set aside. Make Gorgonzola slather. In a bowl, combine 1/2 cup sour cream or Alfredo sauce and 1/2 cup Gorgonzola. Mix until lumps are gone. Grill bread.
Spread cheese mixture evenly over 8 pieces of bread. For each sandwich, begin with lettuce leaf. Then layer tomatoes, steak, another lettuce leaf and finish with bread.