Heat broiler. Season the steak with ½ teaspoon each salt and pepper. Cook in the oil in a large skillet over medium-high heat, 3 to 5 minutes per side for medium-rare. Let rest 5 minutes, then slice against the grain.
Toast the bread.
Dividing evenly, top the bread with the Russian dressing, steak, sauerkraut, and Swiss cheese. Broil until the cheese melts, 3 to 5 minutes.
Serve the sandwiches with the chips.
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