Best-Ever Beef Ragu

Name: Best-Ever Beef Ragu
Prep time: 15 min
Total time: 15 min
Cuisine: American
Ingredients: 2 tbsp. extra-virgin olive oil, divided; 2 lb. chuck roast, cut into 2" cubes; Kosher salt; Freshly ground black pepper; 1 medium yellow onion, chopped; 5 cloves garlic, thinly sliced; 1/2 tsp. fennel seeds; 1/4 tsp. red pepper flakes; 2 tbsp. tomato paste; 1/4 c. red wine; 1 (28 oz.) can whole peeled tomatoes; 1/4 c. water; 3 sprigs thyme; 1 bay leaf; 2 tsp. balsamic vinegar; Parmesan, for serving; Freshly chopped parsley, for serving