Heat a pan over medium heat and add 1 tsp olive oil.
Season 1 lb chicken thighs (or chicken breast), chopped with salt and pepper to taste. Add to the pan with 12 oz tasso ham (or andouille sausage) and cook until browned, about 5-7 minutes. Once browned, set aside.
In a large pot, heat ½ cup peanut oil over medium heat. Stir in ½ cup flour to create a roux. Cook constantly for 20-30 minutes, stirring until the roux reaches a chocolate-brown color. Be careful not to burn the roux.
Add 1 medium bell pepper, chopped, 1 medium onion, chopped, 1 medium celery stalk, chopped, and 3 cloves garlic, chopped to the roux. Stir and cook for about 5 minutes, covered, until the vegetables are tender.
Return the browned chicken and tasso ham (or andouille) to the pot, stirring for 1 minute to combine.
Stir in 2 tbsp Cajun seasoning and 6 cups chicken stock, scraping any brown bits from the bottom of the pot for additional flavor.
Add 3 bay leaves to the pot and reduce the heat to medium-low. Allow the gumbo to simmer for 1 hour, stirring occasionally. If you prefer a thicker gumbo, cook longer.
Mix in ¾ lb fresh okra, sliced and 4 tbsp chopped parsley, cooking for an additional 15 minutes to thicken the dish.
Serve hot in bowls over cooked white rice (if desired) and garnish with additional parsley and red pepper flakes for an extra kick.