With your Fingers, remove and discard some of the soft inner bread from the rolls, creating a shallow well in each. Divide the avocado among all 4 pieces of bread. Using a fork, mash the avocado over the bread.
In a medium bowl, whisk the oil, vinegar, salt, and pepper to blend. Add the tomato and arugula and toss to coat. Divide the arugula mixture between the 2 bottom pieces of bread, add the sliced Pork Milanese, and cover with the top pieces of bread. Cut the sandwiches in half and serve.