Toss the cubed butternut squash with 1 tablespoon olive oil, salt, and pepper. Spread on a baking sheet and roast for 25-30 minutes, until tender and slightly caramelized.
In a large mixing bowl, massage the chopped kale with the remaining 1 tablespoon olive oil and lemon juice until the kale softens.
Add the roasted squash to the kale and toss to combine. Adjust seasoning with salt and pepper if needed.
Serve immediately or refrigerate for up to 2 days.