Cook the beef: Heat a skillet over medium-high. Add the ground beef, salt, and pepper. Cook until browned and cooked through, breaking it apart with a spatula as it cooks (~8–10 minutes). Once done, drain excess fat and set beef aside to cool slightly.
Prepare the sauce: In a small bowl, whisk together mayonnaise, chopped pickles (or relish), mustard, vinegar, smoked paprika, garlic powder, onion powder, sweetener (if using), salt and pepper. Taste and adjust seasoning if needed — the sauce should be creamy, tangy, and a little sweet.
Assemble the salad: Divide chopped lettuce among four bowls. Over each, sprinkle a little shredded cheddar and a few diced pickles and red onion. Add a generous portion of the warm ground beef. Top with tomatoes if using.
Dress & garnish: Drizzle the special sauce generously over each bowl. Sprinkle with sesame seeds for a hint of crunch. Toss gently if you like, or serve layered so textures stay distinct.
Serve immediately: The contrast between warm beef and cool, crisp lettuce is part of the magic — enjoy right away while beef is warm and cheese is melty.