01 - Preheat oven to 375°F. Grease a 9x13-inch baking dish with cooking spray or butter.
02 - In a large skillet over medium heat, cook chopped bacon until crisp, about 5-7 minutes. Remove bacon with slotted spoon and set aside on paper towels, leaving 1-2 tablespoons bacon fat in the pan.
03 - Add ground beef to the skillet with reserved bacon fat. Cook over medium-high heat, breaking up with a spatula, until browned completely, about 6-8 minutes. Drain excess fat if needed.
04 - Add diced onion and minced garlic to the beef. Sauté for 2-3 minutes, stirring frequently, until onion is softened and fragrant.
05 - Stir in diced tomatoes, chopped pickles, sugar-free ketchup, mustard, Worcestershire sauce, smoked paprika, salt, and black pepper. Cook for 2-3 minutes to combine flavors, then remove from heat.
06 - In a separate medium bowl, whisk together softened cream cheese and heavy cream until smooth and well combined.
07 - Spread the beef mixture evenly in the prepared baking dish. Pour the cream cheese mixture over the top and gently swirl with a spatula to distribute.
08 - Sprinkle shredded cheddar cheese evenly over the casserole, then top with the cooked bacon pieces.
09 - Bake for 20-25 minutes until cheese is bubbly and golden brown.
10 - Let casserole rest for 5 minutes before serving. Garnish with sliced green onions or extra pickles if desired.