Make Macerated Strawberries: Place 2 cups fresh hulled strawberries in a large mixing bowl. Sprinkle strawberries with 3 tablespoons sugar or to taste. Using a fork or potato masher, lightly mash strawberries, Set aside.
Make Chocolate Waffle Batter: Combine 3/4 cup plus 2 T. flour, baking soda, salt, 1/4 cup plus 2 T. sugar, cocoa and cinnamon in a large glass bowl. Combine egg yolk, buttermilk, and butter; add to flour mixture, stirring until dry ingredients are moistened.
Beat egg white, (at room temperature) until stiff peaks form; carefully fold into batter. Bake in preheated, oiled waffle iron following manufacturers directions. Keep waffles warm if necessary.
Make Strawberry Cream: Beat whipping cream until foamy. Gradually add powdered sugar, beating until soft peaks form. Fold 1/4 cup diced strawberries into whipped cream.
To Serve: Cut waffles into squares. Serve with macerated strawberries and strawberry whipped cream.