1. Prepare the chicken: Start by slicing each chicken breast in half horizontally to create thin cutlets. If needed, pound them gently with a meat mallet to an even thickness of about 1/4 inch.

2. Season the chicken: Lightly season both sides of the chicken cutlets with salt and black pepper.

3. Wrap with prosciutto and sage: Place a fresh sage leaf on each cutlet, then wrap each with a slice of prosciutto. Secure with toothpicks to keep the prosciutto in place.

4. Preheat air fryer: Set your air fryer to 400°F (200°C) and let it preheat for about 3 minutes.

5. Arrange chicken in air fryer: Lightly brush the chicken with olive oil. Place the prepared cutlets in the air fryer basket in a single layer, making sure they do not overlap.

6. Cooking time: Cook at 400°F (200°C) for 10 minutes. After the first 5 minutes, flip the chicken using tongs to ensure even cooking.

7. Check for doneness: The chicken should be cooked to an internal temperature of 165°F (74°C). The prosciutto should be crispy.

8. Rest the chicken: Once done, remove the chicken from the air fryer and let it rest for a few minutes before serving.