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Preheat grill to medium-high heat and brush vegetables with oil.
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Grill vegetables until nice grill marks appear and theyre softened and cooked through.
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Slice red peppers into strips.
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Set vegetables aside.
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(Leave grill on.)
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Meanwhile, combine all ingredients for sauce (sour cream, tomato, vinegar, Ranch dressing, cumin, paprika, hot sauce, green onions, cilantro, and milk) in a small bowl.
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Add salt and pepper to taste.
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Set aside.
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To assemble the quesadillas, place a tortilla on the grill.
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Spread a couple spoonfuls of sauce over half the tortilla, followed by a couple pieces of zucchini, yellow squash, and bell pepper strips.
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Sprinkle about 1/4 cup cheese over the top and fold tortilla in half.
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Place something heavy, like a cast-iron skillet, on top of the quesadilla, if desired.
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(It helps it to smush together and seal, but it isnt necessary.)
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Grill for 2-3 minutes, until golden brown and cheese begins to melt.
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Flip over and cook for another 1-2 minutes on the other side until cheese is melted.
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Repeat with remaining tortillas, sauce, and filling.
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Garnish with extra green onions, cilantro, sour cream, and salsa, if desired.
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Makes 4 quesadillas or 8 1/2-quesadilla appetizers.
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Note: you can also do this (and the vegetables) in a skillet.