Cube the pumpkin; dice the onion, bell pepper, and carrot; and mince the garlic so everything is ready before you start cooking.
Warm the olive oil in a large pot over medium heat. Add the onion, garlic, bell pepper, and carrot and cook, stirring now and then, until softened and fragrant, about 4–5 minutes.
Sprinkle in the chili powder, smoked paprika, cumin, oregano, a good pinch of salt, and some black pepper. Stir for about 30 seconds so the spices toast and release their aroma. (Use chipotle instead here if you prefer.)
Tip in the wheat berries and pumpkin cubes and stir so they’re coated in the spices and oil. This helps build flavour before the simmer.
Pour in the chopped tomatoes, tomato paste, maple syrup, and stock, plus the salt and pepper. Bring to a gentle boil, then reduce the heat to low, cover, and simmer for 50–60 minutes, stirring occasionally, until the wheat berries are tender-chewy. If the pot looks dry before the grains are ready, add a splash of hot stock or water.
Stir in the beans and corn and let the chili bubble uncovered for about 10 minutes to thicken and meld the flavours.
Add a squeeze of lemon or lime juice, taste, and adjust the seasoning or heat as you like. Ladle into bowls and add your favourite toppings.