Preheat oven to 325 degrees then lightly spray or brush a half sheet pan with extra virgin olive oil. Add bread cubes then drizzle with 3 Tablespoons extra virgin olive oil and toss with fingers to coat every cube in oil (add up to 1 more Tablespoon oil if needed.) Add Italian seasoning, garlic salt, oregano, and regular salt then toss to combine and spread the bread cubes out evenly. Bake for 16-20 minutes, stirring halfway through, or until croutons are deep golden brown. Set aside to cool. Can be done a day ahead of time - cool completely before storing in an airtight container.
For the Pizza Salad:
Divide lettuce, tomatoes, basil, mozzarella cheese, pepperoni, black olives, and croutons between four plates then top with Italian dressing, fresh parmesan cheese, and dried oregano before serving.