Drizzle olive oil over the top of the potatoes, then brush to coat completely. Sprinkle salt and pepper and ranch over potato skins.Add the potato skins to the air fryer basket and set to 400 degrees and 5 minutes. Remove basket.
Add shredded cheese and bacon crumbles to the pocket of the potato skins. Close the air fryer basket and cook remaining time. Carefully remove potato skins.