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Preheat oven to 375˚F. Arrange bacon on a baking sheet lined with foil and a wire rack or use a slotted pan and bake until very crisp, 15 to 18 minutes.
Heat a small cast-iron skillet with oil over medium-high to high heat, add fresh peppers and soften 3 to 4 minutes, add pickled rings, toss and remove from heat.
Combine cream cheese with garlic and cumin.
Preheat a cast-iron skillet over medium-high to high heat.
Place meat in bowl and season with salt, pepper and Worcestershire, mix and divide into 4 portions, then patties that are thinner at center than edges for even cooking.
Cook patties 7 to 8 minutes turning occasionally. Using a rubber spatula, slather the burgers with cream cheese and top with sliced cheese, remove pan from heat and cover with foil or silicone lid to melt cheese onto burgers.
Build burgers: bun bottom, lettuce and onion, cheeseburgers, halved bacon slices and jalapeños, place bun top in place.
Serve with curly fries and Ranch or ketchup.