Step 1: In a large mixing bowl, combine the butternut squash with 2 teaspoons of olive oil, 1/2 teaspoon of kosher salt, and 1/4 teaspoon of black pepper. Transfer the mixture into the air fryer basket, reserving the bowl for later use. Cook at 400°F, shaking the basket or stirring the squash occasionally, until the squash is tender and golden brown, which should take about 15 minutes.
Step 2: While the squash is cooking, use the reserved bowl to whisk together the balsamic vinegar, maple syrup, Dijon mustard, the remaining 1/2 teaspoon of salt, and the remaining 2 tablespoons of olive oil. Add the kale to the dressing and massage it gently to help soften the leaves.
Step 3: Once the squash is cooked, transfer it to the bowl with the kale. Incorporate the cranberries and pumpkin seeds, tossing to ensure even distribution. Adjust seasoning with salt and pepper to taste. Finally, crumble the goat cheese over the salad and gently combine all ingredients before serving.