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1
Bring a large pot of water to a boil.
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2
Using the tip of a paring knife, make two 1 inch cuts on the bottom of each tomato, forming an X.
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3
Add tomatoes to water and cook just until skin begins to peel back at each X, 3040 seconds.
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4
Using a slotted spoon, transfer tomatoes to a large bowl of ice water; let cool.
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5
Peel and core tomatoes; place in another large bowl.
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6
(Alternatively, use a vegetable peeler with a serrated blade to peel tomatoes.)
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7
Using your hands, crush tomatoes, breaking up any large pieces and releasing juices.
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8
Stir in 1/2 cup oil, 5 Tbsp vinegar, and garlic.
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9
Season to taste with salt, pepper, and more vinegar, if desired.
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10
Add bread to tomato mixture in bowl.
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11
Toss until bread is well coated and starts to absorb liquid.
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12
Let sit for 30 minutes.
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13
Meanwhile, char bell peppers and chilies directly over a gas flame or in the broiler until blackened all over.
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14
Transfer to a resealable plastic bag.
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15
Close bag and let sit for 15 minutes.
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16
Remove peppers and chiles; peel, core, seed, and cut into 1/4 inch strips.
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17
Add peppers, chiles, olives, and capers to bread mixture.
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18
Massage with your hands until all ingredients are thoroughly combined and bread is broken down (it will break down differently depending on what kind is used).
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19
Add basil and season with salt and pepper.
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20
Cover salad and let stand at room temperature for 1 hour.
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21
Drizzle with oil just before serving.