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To make the dressing. Combine all ingredients in a bowl or glass jar. Taste and adjust the salt and pepper.
To make the sandwich. Mix the Caesar dressing and pesto in a bowl.
Lay the bread cut side up on a cutting board. Working with the top piece of ciabatta, pull out some of the insides to create a space for the filling. Spread the pesto Caesar dressing over both cut sides of the bread. Mash the avocado with a fork and season with salt. Layer on the cheese and mashed avocado. Now, layer on the turkey, bacon, greens, and pickles. Add the top half of the ciabatta and gently push down on the sandwich.
At this point, you can slice the sandwich and serve, or wrap the sandwiches tightly and place in the fridge for a few hours. Before serving, cut 6-8 sandwiches.