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POUR 2 teaspoons olive oil into a large skillet.
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HEAT skillet over medium heat until oil shimmers.
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ADD pancetta.
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COOK pancetta until lightly browned, about 8 minutes WHILE STIRRING occasionally.
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TRANSFER pancetta to paper towels to drain fat.
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PLACE Brussels sprouts into in a large bowl.
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ADD remaining 2 tablespoons olive oil.
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TOSS Brussels sprouts until evenly coated with oil.
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SPREAD Brussels sprouts evenly on a large rimmed baking sheet.
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BAKE Brussels sprouts WHILE STIRRING occasionally for 20 to 30 minutes or until browned and just tender when pierced with a sharp knife.
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TRANSFER Brussels sprouts to a serving bowl.
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STIR IN pancetta.
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SET ASIDE Brussels sprouts.
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PLACE 4-5 raspberries into a small bowl.
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MASH raspberries with a fork.
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ADD balsamic vinegar.
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ADD brown sugar.
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ADD salt.
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ADD pepper.
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WHISK raspberry mixture vigorously until blended.
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ADD remaining raspberries to Brussels sprouts.
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DRIZZLE balsamic vinegar mixture over Brussels sprouts.
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TOSS Brussels sprouts gently.
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SERVE warm.