Add cubed squash to a bowl and toss with olive oil, salt, garlic powder, and Italian Seasoning.
Preheat air fryer to 375 degrees F. Place squash on air fryer trays, as close to single layers as you can achieve. *see notes below for air fryer rotisserie basket instructions*
Put trays on middle and lower racks. Cook for 8 minutes, then shake and swap trays, the higher tray going lower, the lower tray going higher. Cook for another 8 minutes. Check to see if squash is tender and a fork can easily pierce through. If so, continue to step 4. If not, cook for 2-3 more minutes, then continue. (Each air fryer is different, so it will affect cooking time. In the end, you're going for crispy edged, tender inside cubes of squash.)
Turn air fryer off, and let squash sit in oven for 5 minutes This helps it to continue to cook through, at a lower temp, avoiding burning it. Remove from and serve warm.