Preheat your grill or skillet to a medium-high heat, around 200°C (390°F), and gather all your ingredients.
Slice the butternut squash into thin, even rounds, about 1/4 inch thick. Brush each slice lightly with olive oil and season with salt and pepper.
Place the squash slices on the grill or skillet and cook for about 8-10 minutes, flipping halfway, until they are tender and caramelized with golden edges.
Meanwhile, shape the ground beef into four equal patties, about 3/4 inch thick. Season generously with salt, pepper, and smoked paprika to enhance flavor.
Grill or pan-fry the patties for approximately 4 minutes per side, using a meat thermometer to ensure they reach an internal temperature of 68°C (155°F) for medium doneness.
Once cooked, place a slice of cheese on each patty during the last minute of cooking to allow it to melt gently.
Using the sharp paring knife, carve small Jack O’ Lantern faces into the cooked squash slices for a festive, spooky touch.
Assemble each burger by placing a greens bed on the bottom bun, followed by the juicy beef patty with melted cheese, and topped with a roasted squash face for a fun, decorative finish.
Drizzle with a bit of spicy mayo or aioli for an extra kick and creamy contrast.
Serve the Jack O’ Lantern Burgers hot, with a side of your favorite fall-inspired sides, and enjoy the cozy, festive flavors.