Pat the chicken thighs dry with paper towels.
Place the chicken in a large mixing bowl.
Season with Cavender’s Greek Seasoning, garlic powder, onion powder, black pepper, and cayenne pepper.
Rub the seasoning over all sides of the chicken thighs.
Cover and refrigerate for at least 30 minutes.
Preheat the oven to 375°F.
Heat an oven-safe skillet over medium-high heat.
Add the avocado oil.
Place the chicken thighs in the skillet skin-side down.
Sear for 7–9 minutes, or until the skin is browned and releases easily from the skillet.
Flip the chicken and cook for another 5–6 minutes.
Brush the chicken generously with Chipotle Pineapple BBQ Sauce.
Turn the thighs skin-side up and brush the tops with additional sauce.
Transfer the uncovered skillet to the oven.
Bake for 10–15 minutes, brushing with another layer of sauce during the final few minutes.
Cook until the thickest part of each thigh reaches an internal temperature between 175°F and 185°F without touching the bone.
For additional caramelization, broil the chicken for 1–2 minutes while watching closely.
Remove the skillet from the oven and let the chicken rest for 5 minutes.
Garnish with fresh pineapple and cilantro before serving.