Preheat oven to 400 degrees. Line a large baking sheet with parchment paper.
Whisk together the brown sugar, maple syrup, bourbon (if using), cinnamon, chili powder, and espresso. Toss with the walnuts on the baking sheet and spread in an even layer. Roast 8-10 minutes, stirring once halfway through. WATCH CLOSELY OR YOUR NUTS WILL BURN.
In a jar or bowl, shake or whisk the olive oil, apple cider vinegar, cranberry juice, maple syrup, fig preserves, garlic, and a pinch each of salt and pepper. Taste and adjust seasonings as needed.
Add the kale, arugula, and wild rice to a large bowl. Spoon in some of the dressing and massage the greens and grains until the kale is softened and darkened.
Arrange the apple slices, pomegranate, candied nuts, and cheese over the salad. Drizzle with more vinaigrette and serve with the rest on the side.