Preheat your oven to 375°F (190°C). Lightly grease a 9×13-inch glass baking dish so the bites release easily but still get those pretty golden edges.
Chill the brie in the freezer for about 10 minutes while you get everything else ready. Slightly firmer brie is much easier to cut into neat little cubes.
Unroll the crescent roll dough on a clean surface. Gently press the seams together so you have two large rectangles. Cut each rectangle into 12 even squares, for a total of 24 small pieces of dough.
Cut the chilled brie into 24 small cubes, roughly 1/2 to 3/4 inch each. They don’t have to be perfect; just try to keep them similar in size so they melt evenly.
Place one square of crescent dough into the glass baking dish, gently pressing it down so it forms a little base (they can be snug and touching each other). Set a cube of brie in the center of each piece of dough.
Spoon about 1 teaspoon of jam over each piece of brie. Don’t overload them or the jam will bubble over too much; a small dollop is plenty for that sweet, sticky top.
Gently pull the corners of each dough square up and around the brie and jam, pinching the edges together on top to seal. It’s okay if some cheese or jam peeks out—those little melty spots are what make them look so tempting in the dish.
Arrange all 24 bites snugly in the glass baking dish. They will puff and touch as they bake, which helps keep the cheese from running out and makes a pretty, pull-apart style pan of bites.
Bake in the preheated oven for 15–20 minutes, or until the crescent dough is puffed and a deep golden brown on top, with melted cheese just starting to peek through the seams.
Remove the dish from the oven and let the bites cool for about 5–10 minutes before serving. This helps the cheese set just enough so they’re easier to pick up but still wonderfully gooey inside.
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