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Begin by heating the oil in a large pot over medium-high heat.
Add the flour and whisk to combine. Cook, stirring until the mixture is a deep golden brown, about 5 minutes.
Add the onion, celery, bell pepper, garlic, thyme, paprika, cayenne, salt, and black pepper to the pot. Cook, occasionally stirring, until the vegetables are softened, about 5 minutes.
Add the bay leaf and chicken broth to the pot and boil. Reduce the heat to low and simmer for 10 minutes.
Add the tomatoes, crayfish tails, and parsley to the pot and simmer for 5 minutes.
Stir in the Worcestershire sauce and season to taste with salt and pepper.
Serve the gumbo over hot cooked rice.