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Stuffed pepper skillet brings the family-favorite meal to a one-skillet dinner. With ground beef, juicy peppers, and rice, it's filling and comforting while being easy enough for a weeknight.
Heat oil in a deep 10-inch sauté pan or large cast-iron skillet over medium-high. Add beef, garlic, and onion; cook until beef is browned, stirring occasionally to crumble, 6 to 8 minutes. Stir in tomato paste; cook until tomato paste darkens, stirring frequently, 2 to 3 minutes. Add bell peppers to pan; cook until peppers just start to soften, stirring occasionally, 2 to 3 minutes. Stir in broth, Italian seasoning, salt, pepper flakes, rice, and tomatoes. Bring to a boil; cover, reduce heat to medium-low, and cook, stirring once or twice, until most of liquid is absorbed and rice is tender, 15 to 18 minutes.
Stir rice mixture and smooth the top. Sprinkle cheese evenly on top. Cover and cook on low heat until cheese melts, 2 to 3 minutes.