Preheat oven to 400 degrees. Brush the pumpkin and apple with vegetable or grapeseed oil and sprinkle with salt (I used @centofinefoods Sicilian sea salt). Place them face-down on a baking sheet in the oven for 30 minutes or until fork-tender. Remove from oven and when cooled, scoop out the pumpkin. Set those aside.
In a large pot over a medium flame, melt the butter and sauté the shallot for about 3-5 minutes. Add the diced apple, brown sugar, garlic, white pepper, cayenne, nutmeg and cinnamon, along with the broth, while stirring. Reduce to simmer for 20 minutes, then fold in the cream and let cool for about 15 minutes.
Transfer everything to a blender (or use a hand-held immersion blender) to smooth out the consistency. If you prefer a thinner soup, just add a little water or more broth to reach your desired consistency. Return to a saucepan and reheat for a couple of minutes, then garnish with apples, pepitas and a dollop of cream.