Preheat oven to 400℉. Lightly grease a large sheet pan with 1 teaspoon evoo.
Make several shallow cuts in one side of the meat in both directions. Place steak in a ziplock with orange juice, lime juice, 1 tablespoon evoo, and garlic. Set aside.
Using a sharp knife cut both ends off the plantain. Slice a shallow line down the long seam of the plantain, only as deep as the peel. Remove peel by pulling back. Cut into 1 ½” slices.
Drizzle sheet pan with 1 tablespoon evoo, place plantains on sheet pan, toss in oil, bake for about 15 minutes.
Remove pan from oven, push plantains to side of pan. Move oven rack to the top rung and preheat the broiler.
Remove steak from marinade, pat dry and sprinkle both sides with salt, pepper, allspice, and cayenne.
Place steak in the middle of pan and broil for 8 minutes, flip and broil for 5 more. Check temperature and continue cooking until desired doneness.
Remove steak to rest 10 minutes before slicing and serving with plantains, sprinkled with salt. Garnish with parsley.