Preheat a skillet over medium to medium-high heat. Add the ground beef to the skillet and season with salt and pepper. Cook the ground beef until no longer pink, crumbling the meat as it cooks. Drain any excess grease.
Add the ketchup and mustard and stir to combine. Set aside.
While the meat browns, slice the onion and tomatoes and shred the cheese.
For the dressing, in a small bowl, combine the mayonnaise, ketchup, mustard, and pickle juice. Whisk to combine. Season with paprika, salt, and pepper. Set aside.
Divide the lettuce between two bowls. Top each bowl with half of the ground beef mixture. Add half of the onion, tomatoes, pickles, and cheese to each bowl. Drizzle with dressing and serve the extra dressing on the side.