Using a serrated bread knife, cut waffles into individual squares, following the grid lines.

Onto each skewer (I used mini ones), thread a waffle square, strawberry slice, piece of brie, and another waffle square. Repeat until you have enough skewers to fill your serving platter. At this point, you can wrap the entire platter with plastic wrap and stash it in the fridge until you're ready to serve.

Dust skewers with powdered sugar and serve with a bowl of pure maple syrup, for dipping.