Arrange the poblanos, cut-side down, on the baking sheet.
Brush each pepper with 1/2 tablespoon olive oil. You can also use olive oil cooking spray.
Broil for 5 minutes or until the skins start to blister.
Remove peppers from the oven and set aside for a minute.
In the meantime, heat up the remaining olive oil in a large skillet set over medium-high heat.
Add the chili to the skillet and cook for about 4 to 5 minutes, or until heated through; stir in 1 cup of shredded cheese and stir until melted.
Remove from heat. If there is any liquid in the skillet from the chili, drain it. You want a thick chili that holds together.
Turn the peppers over and divide up the chili between all the peppers.
Top each pepper with the remaining shredded cheese.
Broil for 3 more minutes or until the cheese is melted.
Remove from oven, garnish with cilantro or parsley, and serve.
Notes
Chili: I have used homemade leftover chili, and I've used Hormel's canned chili - the recipe is great with whatever you have on hand or is easier to get the job done.
Size of peppers: Basically, any pepper size works for this recipe. But if it's a main dish, go for the big ones! For appetizers, smaller peppers are a good fit.
Prefer a more mild flavor? Swap out the poblanos for green bell peppers. Just bear in mind bell peppers take a little longer to roast and soften up.
Cheese: You don't have to use shredded cheddar. You can use a different shredded cheese or a Mexican cheese blend.
To peel or not to peel: I personally keep the outer skins on my poblanos, but if you want, you can peel them off after roasting. The peppers might lose a bit of their shape, but they'll be just as delicious.