Preheat oven to 400°F. Peel squash, cut in half and scoop out seeds. Cut squash into 1-½ inch chunks and place onto a large sheet pan.
Drizzle 2 tablespoons olive oil on squash. Sprinkle with fine sea salt and pepper. Toss to coat squash. Roast for 30 to 40 minutes, or until tender and beginning to brown. 

Chop garlic in food processor. Add squash, roasted red pepper, paprika, nutmeg, mascarpone, and lemon juice. Process to purée.
Transfer mixture to a bowl. Drizzle with remaining olive oil. Sprinkle with coarse sea salt. Serve dip with an assortment of crackers, toasted baguette, corn chips, and fresh vegetables.