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You're going to char the broccoli for the salad and the pesto at the same time.
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Preheat oven to 425 degrees
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Line a baking sheet with parchment paper.
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Toss together the broccoli, oil, salt, and pepper. Spread out on the baking sheet and place on middle rack.
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Roast for 15 minutes, then stir pieces around for even cooking.
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Roast for another 10 to 15 minutes.
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Make sure and check on them every 5 minutes, until broccoli is as charred as you like it.
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Pesto
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Measure one cup of the charred broccoli along with remaining ingredients to a food processor or blender.
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Blend until desired texture.
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Pour into a bowl and stir in the vinegar and oil.