3 lbs mixed heirloom tomatoes (preferably various colors and sizes), cut into wedges of halved if small
2 Tbsp olive oil
2 Tbsp oregano leaves (from about 4 sprigs)
2 tsp kosher salt
1 tsp freshly ground black pepper
Toss tomatoes, oil, oregano, salt and pepper in a medium bowl.
Let sit, tossing occasionally, until juicy and deeply flavored, at least 30 minutes and up to 1 hour.
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