In the work bowl of a food processor, place pimientos, pecans, tomatoes, torn bread, 3 tablespoons oil, vinegar, whole garlic cloves, paprika, and 1 teaspoon kosher salt; pulse until coarsely chopped. Pulse again until well combined and smooth. Set aside.
Heat a 12-inch cast-iron skillet over high heat.
Rub chicken with remaining 2 tablespoons oil. Sprinkle with 1 teaspoon kosher salt and black pepper. Add chicken, skin side down, to skillet; cook until golden brown, 2 to 3 minutes per side. Remove chicken from skillet.
Add potatoes and minced garlic to skillet; cook, stirring frequently, until potatoes are browned. Add oregano and remaining ½ teaspoon kosher salt; cook for 10 minutes. Return chicken to skillet.
Bake until an instant-read thermometer inserted in thickest portion of chicken registers 165°, about 20 minutes. Sprinkle with olives. Serve with sauce and French bread. Garnish with oregano and flaked salt, if desired.
Recipe by Louisiana Cookin' at https://louisianacookin.com/chicken-thighs-pimiento-pecan-sauce/