Heat 1 tablespoon neutral oil in a large pot over medium heat. Add the diced onion and minced jalapeño and sauté for 5 minutes. Add the acorn squash and season with salt and pepper. Cook for 3–5 minutes.
Add the chili powder, ground cumin, garlic powder and toss to coat. Add cayenne powder if desired. Cook for 1 minute until fragrant.
Add the tomato paste and stir to coat the vegetables in the paste. Cook for 1 minute.
Simmer the chili:
Add the black beans and vegetable broth. Bring to a boil. Add the wild rice and reduce the heat to low. Simmer uncovered for 30–45 minutes or until the rice is tender and the chili is thickened and reduced. Taste and season.
Roast the tomatillos:
Preheat oven to 450ºF.
Place the tomatillos, jalapeńo, and scallions in a skillet or baking sheet and toss with 1 tablespoon neutral oil. Transfer to the preheated oven and roast for 20 minutes until charred, flipping once midway through cooking. Remove from the oven and let cool for a few minutes.
Transfer the tomatillos, jalapeńo, and scallions to a food processor with the vegan honey. Pulse until completely smooth. Taste and add more honey if your tomatillos are particularly zingy.
Finish the chili:
Pour the tomatillo mixture into the chili and continue simmering until the rice is tender. Taste and season.
To serve:
Spoon the chili into bowls and garnish with your favorite toppings. Enjoy!