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Arrange 4 tortillas on a flat work surface. Evenly divide the Monterey Jack/Menonita, shrimp, tomatoes and cilantro on each tortilla, taking care to leave a 1-inch border around the edge. Arrange the avocado on top. Season to taste with salt & pepper. Set the remaining tortillas on top, pressing gently to secure.
In a 9-inch skillet heat 1 tablespoon of the butter or oil over medium heat. Place one quesadilla in the pan, and cook until cheese melts and tortilla crisps to a golden brown, about 3 minutes. Carefully flip the quesadilla and repeat on the other side. Transfer the hot quesadilla from the pan to a cutting board and cover with foil. Let rest for 2 minutes before cutting into wedges. Repeat with the remaining quesadillas. Serve immediately.