Arrange goat cheese in a small cast iron pan or other baking dish. Evenly distribute butternut squash on top. Drizzle with the olive oil and season with salt and pepper to taste.
In a small bowl, stir together maple syrup, apple cider vinegar, and crushed red pepper flakes. Spoon evenly over goat cheese and butternut squash. Bake in the preheated oven for 20-30 minutes, until the butternut squash is soft and beginning to caramelize in spots.
Serve warm with crostini.
Recipe by Wright Family Table at https://www.wrightfamilytable.com/baked-butternut-squash-and-goat-cheese-dip/