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Preheat the oven to 325 degrees F. Line a medium baking sheet with foil and set off to the side.
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Whisk together the tomato sauce, olive oil, chipotle puree, chili seasoning, taco seasoning, oregano, salt, pepper, crushed red pepper flakes, and tabasco in a medium mixing bowl. Add the mushrooms, red onion, and cherry peppers. Mix to evenly coat and combine.
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Lay the mushroom mixture out on the prepared baking sheet in one even layer. Bake for 25 minutes, flip and then bake for 20 minutes more until crisp.
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Wrap the tortillas in a damp paper towel and then microwave for 60-90 seconds until warm and pliable.
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Add the enchilada sauce to a small skillet. Heat over medium until the sauce starts to simmer. Reduce heat slightly. Dip each warm tortilla into the sauce and then place on serving plate. Sprinkle a large pinch of cheese on top of the hot sauce. Do the same to two more tortillas so it is three total in a stack. Top each stack with two spoonfuls of the roasted mushroom mixture. Continue that process until four stacks have been made.
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Serve each stack with fresh cilantro and guacamole.