2 tablespoons dark brown sugar |
1 tablespoon sweet smoked paprika |
1 tablespoon coarse kosher salt |
1 1/2 teaspoons chipotle chile powder or ancho chile powder |
1 teaspoon ground black pepper |
3/4 cup olive oil |
3 tablespoons sherry wine vinegar or red wine vinegar |
3 tablespoons fresh lemon juice |
3 garlic cloves, peeled |
2 medium shallots, peeled, quartered |
1 teaspoon fine sea salt |
1/2 teaspoon freshly ground black pepper |
1/2 teaspoon dried crushed red pepper |
3 cups (packed) stemmed fresh parsley |
2 cups (packed) stemmed fresh cilantro |
1 cup (packed) stemmed fresh mint |
1 3 1/2-pound beef tenderloin |
2 tablespoons olive oil |