Beef Stew with Chocolate

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2 pounds beef stew meat, cut into bite-sized pieces

1 teaspoon kosher salt, plus more for seasoning

1 teaspoon ground black pepper, plus more for seasoning

1 tablespoon all-purpose flour

2 tablespoons canola oil

1 cup frozen sliced carrots

1 (8-ounce) package sliced brown mushrooms

3 cups diced red potatoes

1 (14.5-ounce) can diced tomatoes

2 tablespoons finely grated bittersweet chocolate

1 teaspoon crushed garlic

1 (1.5-ounce) packet meatloaf seasoning (recommended: McCormick)

1 (14-ounce) can low-sodium beef broth

1 cup red wine, preferably Merlot

1 leek, white part only, sliced and cleaned