Preheat a grill to high heat.
Sprinkle 1 tablespoon olive oil over each steak and then season on both sides with salt and pepper. Grill until medium-rare and slightly charred around the edges, 4 to 5 minutes per side.
Remove from the grill and let rest for 3 to 5 minutes. Slice each steak 1/2-inch thick against the grain.
To serve, spoon the potatoes into the center of each of 4 large plates and arrange the sliced meat on top. Spoon the creamed spinach next to the potatoes and drizzle 2 teaspoons of the Worcestershire sauce over each serving. Serve immediately.