Preheat the oven to 400°F (200°C). Rinse and pat dry the chicken wings.
In a bowl, whisk pineapple juice, brown sugar, chopped jalapeños, garlic powder, onion powder, smoked paprika, soy sauce, and black pepper until sugar dissolves.
Pour marinade over wings and toss to coat evenly. Cover and refrigerate for 30 minutes to 2 hours.
Line a baking sheet with foil and place a wire rack on top. Lightly grease the rack with olive oil.
Arrange wings in a single layer on the wire rack, letting excess marinade drip off. Reserve leftover marinade for basting.
Bake wings for 25-30 minutes until golden and crispy, basting halfway through with reserved marinade.
Broil for an additional 3-5 minutes for extra crispiness, watching carefully to prevent burning.
Remove wings from oven and let rest a few minutes before serving. Garnish with extra chopped jalapeños if desired.