Once dough has proofed for about 1 ½ hours, it's time to shape it (dough should be hydrated and bubbly at this point). Coat a rimmed baking sheet OR 13x9-inch pan thoroughly with olive oil and place dough in pan.
Stretch dough into a rough rectangle about 1 inch thick.
Spread cooled jam evenly on top of dough. Don't spread it all the way to the edges - leave about an inch of space around all sides. Distribute brie on top of jam.
Roll dough up into a log, starting with one of the short sides. Pinch the seams together to seal and place log seam-side down on the pan.
Let dough log rest about 10 minutes. Then gently stretch it again into a rough rectangle. It may break open a bit, revealing jam inside. That's ok, but be careful not to tear it open too much.
Allow dough to rise again until bubbly, about an hour. Preheat oven to 425° F.
Dimple the dough all over with your fingers, pushing all the way through the dough to the pan without tearing the dough.
Drizzle dough all over with olive oil. Sprinkle with raspberries, brie, and sugar.
Bake until golden brown on top and bottom, about 15-20 minutes. Internal temperature should be at least 190° F.