At least 24 hours before, make the pickled red onions. Add all ingredients except onions in a medium saucepan and bring to a boil. Stir until coconut sugar is just dissolved. In a medium bowl, add your thinly-sliced red onions and pour your hot brine atop. Stir well. Let cool to room temperature then cover and refrigerate overnight. Onions can be made at least 1 week in advance.
Next, make your Parmesan Truffle dressing. This dressing is also ideal made at least 24 hours in advance so flavors can meld and dressing can thicken. In a blender or nutribullet, add all dressing ingredients and puree until smooth. Refrigerate until ready to serve.
The following day, crisp up your pancetta. Add your diced pancetta to a small skillet over medium heat. Cook until pancetta is crisp and medium brown, stirring often. Transfer crispy pancetta to a paper towel-lined plate to drain while you prepare your remaining ingredients.
On a chilled decorative platter, arrange iceberg wedges.
Top with liberal spoonfuls of Parmesan Truffle Dressing atop each wedge, with some spilling off. Adding the dressing first will act as a "glue" for the toppings to adhere.
Next, add your roasted red peppers, olives, 1/2 cup of the pickled red onions, shaved parmesan and finally, the crispy pancetta.
Garnish with fresh-cracked black pepper. Serve chilled.