Place a large skillet over medium-high heat and add the ground beef.
Cook the beef until fully browned, breaking it into small crumbles with a spatula.
Season the meat with salt, pepper, garlic powder, and onion powder, then drain any excess rendered fat.
In a small mixing bowl, combine the mayonnaise, mustard, ketchup, pickle juice, and smoked paprika to create the dressing.
Distribute the shredded romaine lettuce evenly across four meal prep containers or serving bowls.
Layer the seasoned ground beef, cherry tomatoes, red onions, and sliced pickles over the lettuce base.
Top each bowl with shredded cheddar cheese.
Serve immediately with the sauce drizzled on top, or portion the sauce into separate containers for meal prep storage.