Preheat your pizzelle iron and have cooking spray available.
In a medium bowl, sift together 1 ¼ cups of flour, ½ cup of cocoa powder, 2 teaspoons of baking powder, and ¼ teaspoon of kosher salt. Whisk to combine.
In a large bowl, whisk together the 3 eggs and ¾ cup of sugar until they lighten and become slightly frothy, about 1-2 minutes.
Slowly stream in the ¼ cup of melted butter, the ¼ cup of olive oil, and the 1 teaspoon of pure vanilla extract, whisking until smooth and glossy.
Gently fold the dry ingredients into the wet batter, mixing until just combined. You want the batter to be thick, almost pancake-like in consistency.
Once your iron is hot, lightly grease it if it's not nonstick. Drop a heaping tablespoon of batter in the center of each imprint.
Close the lid and cook for about 1-2 minutes. Listen for the steam and hissing to simmer down; that’s your cue, it’s done.
Carefully lift the pizzelle with a fork or offset spatula and transfer them to a wire rack. Don’t pile them, or they’ll lose their crispness.
When they’re cool-ish but still warm, sift powdered sugar on top so it melts gently into the patterns, making them look pretty and perfect.