This dish ranks in the top ten I cooked all year – seriously, it was that delicious. And it made the whole house smell super yummy! I was a total lazy ass and bought pre-peeled, pre-chopped butternut squash, and I was so much happier. Sometimes, paying for convenience can keep you sane after a rough day/week/month.
Combine first 6 ingredients in a medium bowl. Add beef; toss well to coat.
Heat oil in a Dutch oven over medium-high heat. Add beef and shallots; cook 4 minutes or until browned, stirring occasionally. Add garlic; cook 1 minute, stirring frequently. Stir in broth and tomatoes; bring to a boil. Cook 5 minutes. Add squash; cover, reduce heat, and simmer 15 minutes or until squash is tender. Sprinkle with cilantro.