Heat olive oil in a large skillet over medium-high heat. Dice your onion and mince garlic, then add both to the hot pan and cook until fragrant, about 2 minutes.
Add ground beef to the skillet and cook until browned, breaking it apart as it cooks for about 5-7 minutes. Drain excess fat if necessary before proceeding.
Stir in tomato paste and cook for 1 minute to deepen the flavors. This cozy stuffed pepper skillet recipe builds its signature taste in this step.
Add diced tomatoes, beef broth, cooked rice, oregano, basil, salt, and pepper to the pan. Chop your bell peppers into bite-sized pieces and add them now, then stir well to combine.
Reduce heat to medium and simmer for 15-18 minutes until peppers are tender but still have a slight bite. The sauce should reduce slightly during this time.
Top the entire skillet with shredded cheddar cheese and cover with a lid for 2-3 minutes until melted. Fresh parsley garnish adds brightness before serving immediately.