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Step 1: Adjust rack to top position and preheat oven to 425 degrees. Wash and dry produce. Cut potatoes into ½-inch-thick wedges. Halve, peel, and finely dice onion. Halve buns. Thinly slice tomato into rounds. Step 2: Toss potatoes on a baking sheet with a drizzle of oil, ¾ tsp garlic powder, salt, and pepper. Roast on top rack until browned and crisp, 20-25 minutes. Step 3: Meanwhile, in a small bowl, combine vinegar, 1 TBSP onion, 1 tsp sugar, and a pinch of salt. In a separate small bowl, combine ketchup, sour cream, mustard, remaining garlic powder, and 1 tsp sugar. Step 4: Heat a drizzle of oil in a large pan over medium-high heat. Add remaining onion; cook, stirring occasionally, until browned and softened, 5-7 minutes. Season with salt and pepper. Transfer to a plate. Step 5: While onion cooks, form beef into two patties, each slightly wider than a burger bun. Season generously with salt and pepper. Once onion is done, heat a drizzle of oil in the same pan over medium-high heat. Add patties and cook to desired doneness, 3-5 minutes per side. In the last 1-2 minutes of cooking, top each patty with cheddar; cover pan to melt cheese. Step 6: While cheese melts, toast buns until golden brown. Stir pickled onion (draining first) into bowl with special sauce. Fill toasted buns with patties, griddled onion, tomato, and special sauce. Step 7: Divide burgers between plates; serve with potato wedges and any remaining sauce on the side for dipping.
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