In a medium bowl, whisk together the mayonnaise, brown sugar, lime juice, minced ginger, red pepper flakes, and smoked paprika until well combined and smooth. The brown sugar should fully dissolve into the dressing, creating a cohesive base with balanced sweet and spicy notes. Set this aside while you prepare the other components. I like to let this dressing sit for a few minutes before combining with other ingredients—it allows the flavors to meld and the spices to fully hydrate.
Bring a large pot of salted water to a boil and cook the pasta from the boxed salad mix according to package directions (typically 15 minutes), stirring occasionally to prevent sticking. Once cooked, drain the pasta in a colander and immediately rinse it thoroughly with cold water, tossing gently to stop the cooking process and remove excess starch. This prevents the pasta from becoming mushy and helps it maintain its texture in the final salad. Spread the cooled pasta on a clean kitchen towel or paper towels to air-dry slightly while you prepare the remaining ingredients.
In a large mixing bowl, combine the cooled pasta with the jerk dressing from Step 1, tossing gently to coat every strand evenly. Add the grilled and cubed chicken, diced pineapple, sliced green onions, and fresh cilantro, folding everything together with a rubber spatula until well distributed. The pineapple will add bursts of sweetness and tropical flavor that complement the jerk spices beautifully. Be gentle when mixing to avoid breaking up the chicken pieces or crushing the pineapple.
Transfer the pasta salad to a serving bowl or storage container and refrigerate for at least 1 hour, allowing the flavors to meld and the pasta to fully absorb the dressing. Before serving, give the salad a gentle stir and taste for seasoning—you may want to add a squeeze of fresh lime juice or a pinch of salt to brighten the flavors. I find that this salad actually tastes even better the next day as the flavors continue to develop, making it an excellent make-ahead option for gatherings.