Prepare the Ingredients – Cube the beef, dice the onion, celery, and carrots, mince the garlic, and chop the parsley. Trim excess fat from the beef if desired.
Sear the Beef – Heat olive oil in a large pot over medium heat. Pat the beef dry, season with salt and pepper, and sear on all sides until browned. Remove and set aside.
Cook the Vegetables – Add the onion, celery, and carrots to the same pot and sauté for 5 minutes until softened. Stir in garlic and cook for 1 more minute.
Deglaze with Wine – Pour in the red wine and increase heat to high. Let it reduce by half (~2 minutes) while scraping up browned bits.
Simmer the Soup – Return the beef to the pot, add beef broth, Worcestershire sauce, and thyme. Bring to a boil, then reduce heat and let it simmer for 45 minutes, partially covered.
Add the Barley & Finish Cooking – Stir in the pearl barley and continue simmering for another 45-60 minutes, until the beef and barley are tender. Adjust seasoning with salt and pepper.
Final Touches – If the soup is too thick, add more broth. If too thin, simmer longer. Stir in fresh parsley before serving.