To make the berry sauce, combine the jam and hot water and whisk until combined. Gently stir in the berries until combined. Use the back of a spoon to smash berries to desired consistency. Depending on the sweetness of the berries, you can add a little powdered sugar if you'd like. Set sauce aside.
Whisk together flour, cornstarch, cocoa powder, baking powder, baking soda, salt, and cinnamon.
In a separate bowl, whisk together sugar, milk, oil, egg, and vanilla
Slowly add the wet ingredients into the dry ingredients a little at a time, whisking until just combined; be careful not to overmix. Stir in the chocolate chips. this is thin batter.
For best results, let batter rest for 15-30 minutes before cooking
Preheat waffle iron and butter or spray with nonstick spray.
Ladle batter into waffle iron, being careful not to overfill. Cook according to the instructions for your waffle iron.