Herbed Fillet of Beef with Tomato Madeira Confit

Ingredients

• 1 cup Madeira (preferably Verdelho)
• ¼ teaspoon sugar
• ½ California or 1 Turkish bay leaf
• 1 ½ teaspoons rosemary
• 1 tablespoon extra-virgin olive oil
• 2 tablespoons kosher salt
• 1 4- to 4 1/2-pound trimmed beef tenderloin roast, tied
• + 9 more ingredients
• • 8 large garlic cloves
  • ½ teaspoon rosemary
  • ½ teaspoon thyme
  • 4 14-ounce cans diced tomatoes
  • ¹/₃ cup extra-virgin olive oil
  • 2 tablespoons garlic
  • ¼ cup shallot
  • 2 tablespoons thyme
  • ¼ cup water

Stir together garlic, shallot, herbs, oil, kosher salt, and 2 teaspoons pepper, then rub all over beef. Marinate in a sealed large bag, chilled, 1 day. Let stand at room temperature 1 hour before roasting. Cook garlic in oil in a large heavy skillet over medium-low heat, turning occasionally, unt...

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