Preheat your oven to 400ºF and line a half sheet pan with parchment paper.
Toss the butternut squash and shaved brussels sprouts together with the olive oil, salt, pepper, coriander, and allspice. Add to the sheet pan and bake for 30 minutes or until the squash is fork tender and both veggies begin to pick up a little color.
While the vegetables roast in the oven, heat a skillet over medium-high heat with 1 teaspoon of olive oil.
Once hot, add the ground beef and cook for 3-4 minutes untouched to brown one side. Once a crust begins to form on one side, break the beef apart to fully cook.
Once the beef is fully cooked, add the herbs, spices, Worcestershire sauce, balsamic vinegar, and water to the skillet.
Cook for 3-4 minutes until the sauce evenly coats the beef. Salt and pepper to taste before serving.
Serve the beef and roasted vegetables with your choice of pairings from the list above.