Preheat the oven to 400 F.
Cut delicata squash and toss with maple syrup, sea salt, and tsp cinnamon. Roast in the oven for 25 minutes.
Mix all ingredients for the dressing in a small bowl.
Cut sourdough into 1-inch cubes and toss with olive oil, oregano, and garlic. Air fry at 380 F for 8-9 minutes. Alternatively, bake with the delicata in the final 15-20 minutes.
Assemble the bowl! Start with a bed of lettuce. Then add delicata, apples, croutons, pecans, pomegranate seeds, and dressing. Enjoy!