Preheat the oven to 400°F.
Roast the butternut squash, onion, and garlic for about 35-40 minutes at 400°F. Make sure to drizzle with olive oil & season a bit with salt, oregano, and pepper.
Grate all of your cheeses and set them aside.
Let's multitask! Make the pasta while your veggies are roasting in the oven. Cook the pasta in salted,boiling water until it's al dente, which usually takes about 8 minutes. Remember to save about 1 cup of that pasta water before draining it.
As your pasta is cooking, it's a perfect time to start making your brown butter. In a saucepan, melt the unsalted butter over medium heat. Keep a close eye on it, and when it starts foaming , add in those fresh sage leaves. When you see those sage leaves crisping up, and your butter begin to brown - you know it's ready. Remove it from the heat and add to a heat proof bowl or measuring cup.
When your pasta reaches al dente, strain it into a strainer with a plate underneath to catch any drips (remember to save your pasta water). While it's in the strainer, immediately toss it with some of that golden brown butter sauce. This prevents the pasta from sticking to itself and adds a burst of flavor. Set the pasta aside.
Now let's check on our roasted veggies. Our butternut squash should be soft and slightly caramelized after about 35 minutes. When it's done, take it out of the oven and let it cool just a bit.
Once it's cool enough to handle, scoop out the inside, leaving the skin behind. Add the butternut squash to your blender along with your onion (peel back outer layer) and your Garlic (squeeze out the garlic).
Also add 1/3 cup of pasta water, as well as the garlic powder, onion powder, and salt.
Blend it until it's silky smooth and aromatic.
In a large pot or Dutch oven, stir in the butternut squash purée and let it simmer on low heat.
Slowly add in your freshly grated cheeses, adding in splashes of pasta water until youre happy with the consistency.
Taste! Here's where you want to taste and see if you'd like to adjust the seasoning! Cooking is a personal experience, make it taste the way you'd prefer :,)
Lastly, toss in your brown butter coated pasta. (add in any drips that may have been left behind on the pate we used under our strainer)
Let your pasta and sauce simmer for about a minute or so.
Garnish with sage, serve warm, and you're done!