Messy Flank Steak Sloppy Sandwiches

Name: Messy Flank Steak Sloppy Sandwiches
Prep time: 10 min
Cook time: 4 h 5 min
Total time: 4 h 15 min
Yield: 6 servings
Cuisine: American
Ingredients: 1 tbsp Apple Cider Vinegar; 1.5 lb Beef Stew Meat; 0.25 cup Brown Sugar; 6 whole Hamburger Bun; 1 tbsp Olive Oil; 1 whole Red Bell Pepper; 1 tbsp Steak Seasoning; 2 tbsp Tomato Paste; 2 cups Tomato Sauce; 1 tbsp Worcestershire Sauce; 1 whole Yellow Onion

Dinner 🍽️Lunch 🥪 American High-Protein 💪Comfort-Food

Messy Flank Steak Sloppy Sandwiches deliver tender strands of beef in a rich, tangy-sweet tomato sauce with hints of onion, bell pepper, and Worcestershire. The juicy filling soaks into toasted buns for a hearty, satisfying bite that balances savory depth with gentle sweetness. Great for game day, casual dinners, or feeding a hungry crowd.

Prep10 mins
Cook4 hrs 5 mins
Serves6
DifficultyMedium

1

Season the beef flank steak with steak seasoning on both sides. Heat olive oil in a skillet over medium heat until it shimmers, then add the flank steak to the hot oil. Brown the steak quickly on both sides, about 5 minutes per side. Set the beef aside.
2

Stir brown sugar, onion, red bell pepper, apple cider vinegar, Worcestershire sauce, tomato sauce, and tomato paste together in a slow cooker until the brown sugar dissolves. Place the flank steak in the slow cooker, submerging it in the sauce. Set the cooker to High and cook for 4 hours, or set to Low and cook for 8 hours.
3

To serve, shred the meat with 2 forks, or remove the meat, chop it, and return it to the sauce. Toast buns, and serve the sloppy steak on the toasted buns.