Step 1
Chill pie dough for about 1 hour.
Step 2
Preheat the oven to 425 degrees F (220 degrees C). Place a baking sheet on the lower oven rack.
Step 3
Slice heirloom tomatoes into 1/2-inch rounds. Remove seeds with your fingers. Place 6 slices on paper towels or a clean cloth and cover with more paper towels or another clean cloth. Arrange the remaining slices on a wire rack. Cut Roma tomatoes into 1/2-inch slices remove seeds and arrange them on the rack as well.
Step 4
Line a deep-dish 9-inch pie plate with dough. Place 2 layers of aluminum foil over the entire surface. Fill with pie weights or dried beans.
Step 5
Bake pie crust on the preheated baking sheet on the bottom rack. Place tomatoes on a higher rack. Reduce temperature to 400 degrees F (200 degrees C). Bake until the bottom of the pie crust has lost its translucent raw look and the edges have just started to color 12 to 15 minutes.
Step 6
Carefully remove the foil and the weights. Cover the edges of the crust with foil to prevent them from burning. Poke the bottom of the pie crust with a fork to keep it from puffing up. Return the pie crust to the bottom rack and bake until the bottom starts to color about 8 more minutes.
Step 7
Remove pie crust and allow to cool. Continue baking the tomatoes until they are wilted about 40 minutes total. Remove and allow to cool. Keep the oven on.
Step 8
Place bacon in a large skillet and cook over medium-high heat turning occasionally until some of the fat has rendered about 5 minutes. Add sliced leek. Cook until bacon is crisp and the leeks have softened and browned about 5 more minutes. Drain bacon on paper towels and allow to cool.
Step 9
Place bacon-leek mixture Cheddar Fontina mayonnaise basil egg and mustard in a bowl. Season with salt and pepper. Mix to combine.
Step 9
Spread 1/3 mixture on the bottom of the pie crust. Arrange 1/2 of the roasted tomatoes on top overlapping heirlooms with Roma tomatoes. Spread another 1/3 of the mixture over the tomatoes and arrange the remaining roasted tomatoes on top. Add the last 1/3 of the mixture and gently press the fresh tomato slices on top in a decorative pattern. Arrange foil around the edges of the pie crust to protect them from burning taking care that the foil doesn't touch the tomatoes.