Cut the top off the garlic head, drizzle with olive oil, season with a pinch of salt, wrap in foil, and roast at 400°F for 35–40 minutes until soft and caramelized.
Whisk together the mayo, lemon juice, Dijon mustard, Parmesan, anchovy paste, salt, and black pepper. Set aside.
Place small mounds of Parmesan on a parchment-lined baking sheet and flatten slightly. Bake at 400°F for 5–7 minutes until golden.
Chop the romaine into small pieces and set aside.
Spread the roasted garlic and mayo onto the cut sides of the bread. Add cheese, then toast until golden and crisp.
Cook the chicken cutlet until hot and crispy.
Toss the chopped romaine with the Caesar dressing.
Build your sandwich: toasted garlic bread, crispy chicken cutlet, dressed romaine, Parmesan crisps, then the top piece of bread.
Slice in half and serve immediately.