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Make the pesto: combine the basil, pine nuts, garlic, salt, and black pepper in a food processor and pulse until coarsely chopped, about 8–10 pulses. With the motor running, stream in the ½ cup olive oil until the pesto is smooth and bright green. Set aside.
Heat 1 tbsp olive oil in a 12-inch skillet over medium-high heat until shimmering. Add the sausage and cook, breaking it into rough 1-inch pieces, until browned and cooked through with no pink remaining, 7–9 minutes, reaching an internal temperature of 160°F (71°C). Transfer the sausage to a plate, leaving the drippings in the pan.
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