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Heat a large cast iron pan over high heat, until hot. While the pan is heating toss the calamari, sliced chiles, cherry tomatoes, and sliced onion with the vegetable oil. Season with salt and pepper.
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Place the calamari and vegetable mixture in the pan. Sear until the ingredients have all browned and all the calamari pieces have tested done. This will only take a few minutes as the calamari will cook quickly over the high heat. Do not over cook them or they will end up tough and chewy.
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Evenly divide the baby lettuce mix between four plates. Then divide the calamari mixture over the top of the lettuces.
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Top with chopped avocado, and drizzle each salad with some of the lemon vinaigrette.
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Serve immediately.
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To make the Lemon Vinaigrette
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Whisk all the ingredients together, seasoning to taste with salt and pepper.