Turkey Meatloaf with Mashed Potatoes

Name: Turkey Meatloaf with Mashed Potatoes
Ingredients: 1 head garlic; Nonstick cooking spray; 2 tablespoons olive oil; 1 medium onion, chopped; 2 ribs celery, chopped; 1 apple, peeled, cored, and chopped; 2 pounds ground turkey breast; 2 tablespoons chopped fresh sage leaves; 1 teaspoon chopped fresh thyme leaves; 1 cup cornbread stuffing cubes; 1 cup low-fat plain yogurt; 2 egg whites; 1 tablespoon kosher salt; Freshly ground black pepper; 2 pounds Yukon gold potatoes, whole with skin, scrubbed *see Cook's note; 2 teaspoons kosher salt; 2/3 cup buttermilk, at room temperature; Freshly ground white pepper; Orange segments, from 2 large oranges; 1 cup whole cranberry sauce; 1/4 cup finely chopped red onion; 1/4 cup chopped fresh flat-leaf parsley; 1 tablespoon red wine vinegar; 1/8 teaspoon cayenne