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Step 1
Make the Squash PREHEAT the oven to 375°F and line a large baking sheet with parchment paper.
Step 2
TRIM the ends of the squash, halve them crosswise, and scoop out the seeds. Place the squash cut-side up on the baking sheet and brush the flesh with olive oil to evenly coat. Sprinkle with salt, pepper, and cinnamon. Bake until the flesh of the squash is fork-tender, 30 to 35 minutes.
Step 3
Make the Curried Beef HEAT the olive oil in a large skillet over medium-high heat until it shimmers. Add the ground beef, onion, salt, and pepper and cook, breaking up the meat with the back of a spoon, until it is no longer pink, 6 to 7 minutes. Drain off any excess fat.
Step 4
REDUCE the heat to medium and add the ginger and garlic. Cook until the garlic is fragrant, 1 to 2 minutes. Add the drained diced tomatoes, curry powder, cumin, and cayenne pepper and stir to combine. Pour in the broth and cook until it reduces, about 3 minutes. Taste and add more salt and/or cayenne, if desired. Remove the pan from the heat, cover, and keep warm until the squash are ready.
Step 5
DIVIDE the meat mixture between the squash, stuffing the meat in each cavity. Top each with the cilantro and serve.