Heat olive oil in a large 12-inch skillet over medium-high heat. Brown the ground beef for 5-6 minutes, breaking it into small crumbles as it cooks, then drain any excess fat using a slotted spoon.
Add diced onion and minced garlic to the skillet, stirring constantly for 2-3 minutes until fragrant and the onion begins to soften. This builds the flavor foundation for your entire easy weeknight dinner.
Stir in diced potatoes, red bell pepper, and broccoli florets, tossing everything together to coat with oil. Pour the beef broth over the vegetables and add Italian seasoning, salt, and black pepper.
Bring the mixture to a gentle boil, then reduce heat to medium and simmer for 8-10 minutes until potatoes are fork-tender but not falling apart. Stir occasionally to ensure even cooking across the quick dinner components.
Sprinkle shredded cheddar cheese over the top and cover the skillet with a lid for 2-3 minutes until it melts into creamy pockets throughout. Remove from heat and stir in fresh parsley for brightness and color.
Let the homework night dinner rest in the skillet for 2 minutes before serving directly into bowls. This resting period allows flavors to meld and helps maintain the perfect texture.