Strawberry Milkshake with Strawberry Twists

Name: Strawberry Milkshake with Strawberry Twists
Ingredients: 1 sheet frozen puff pastry, thawed; All-purpose flour, for dusting the work surface; 1/4 cup strawberry jam; 2 tablespoons Strawberry Sugar, recipe follows; 1/2 cup cold heavy cream; 1 tablespoon Strawberry Sugar; 1 quart strawberries; Strawberry Sugar, for rimming; 1 1/2 cups milk; 1/2 cup strawberry jam; 1 quart strawberry ice cream, such as Haagen-Dazs, softened; 1.2 ounces freeze-dried strawberries; 1/2 cup sugar; 2 teaspoons ground cinnamon