In a dutch oven, or other large soup pot, heat the olive oil over medium heat.
Stir in the onion and garlic, and stirring occasionally cook for a few minutes, just until the onions soften without allowing the garlic to burn.
Stir in the tomato sauce, kidney beans, crushed tomatoes, bell pepper, sweet corn, cumin, chili powder, brown sugar, chipotle powder until the mixture's evenly incorporated. Salt and pepper, to taste.
Simmer gently, stirring occasionally, over medium low heat for 30-45 minutes.
Stir in the chopped, leftover meatloaf. Let it simmer, stirring occasionally, for another 10 minutes.
Remove the chili from heat. Ladle into bowls and serve hot-warm, whichever your desired preference.