Add the almonds, orange slices, olives, and cornichons, to separate small bowls or ramekins and place them on the board first to anchor it.
Add the brie and Port Salut to the board, then add the Unexpected Cheddar and Manchego in different sections and/or fan the cheeses out around separate ramekins.
Next, fan out a handful of crackers around ramekins or along the edge of the board. Serve any remaining crackers or baguette on the side. (For fuller boards, I tend to serve crackers on the side so I have plenty of room for the cheese and such!)
Add the raspberries and grapes, making sure to keep the super moist produce away from any dry carbs.
Add the dry salame directly to any open spaces and tuck the calabrese rosettes around ramekins and cheese.
Add the chocolate, then garnish the board with rosemary to serve.