Brown the ground beef in a large skillet over medium-high heat until fully cooked. Drain excess fat.

Whisk together mayonnaise, sugar-free ketchup, yellow mustard, and pickle juice in a small bowl to create the dressing.

Divide the shredded romaine lettuce evenly among four separate serving dishes.

Top the greens with the cooked meat, cheddar cheese, diced pickles, and cherry tomatoes.

Drizzle the creamy sauce over the top of each serving before eating.