Preheat oven to 400 degrees. On a baking sheet lined with parchment paper, mix together butternut squash and maple syrup. Bake for 25 minutes, stirring occasionally. Top with sea salt.
Remove squash from baking sheet and add torn bagel pieces and coat with olive oil. Bake for 10 minutes until crisp.
Mix together tahini, cinnamon, lemon juice, and maple syrup. While mixing, blend in olive oil.
Mix kale, apples, pumpkin seeds, butternut squash, croutons, and dressing in a large bowl. Divide between two bowls and serve.