01 -
In a bowl, whisk together mayonnaise, ketchup, yellow mustard, sugar, vinegar, smoked paprika, onion powder, salt, and black pepper until smooth. Chill in the refrigerator to develop flavors.
02 -
In a large skillet over medium heat, brown ground beef with chopped onion, breaking up meat with a spatula until no pink remains and onion is tender. Drain excess fat.
03 -
Stir in sweet pickle relish, ketchup, yellow mustard, Worcestershire sauce, salt, pepper, and garlic powder. Simmer for one minute, then remove from heat and let cool slightly.
04 -
Place half of the tortillas on a clean surface. On each, arrange two to three slices of American cheese, then spread an even layer of beef mixture. Top with one to two slices of cheese and cover with the remaining tortillas.
05 -
Heat a large skillet over medium-high heat and lightly brush with vegetable oil. Cook each quesadilla two to three minutes per side until tortillas are golden and cheese is melted, monitoring closely to prevent burning.
06 -
Transfer quesadillas to a cutting board, slice into quarters while hot, and serve immediately alongside the chilled dipping sauce.