Start by preparing your chicken drumsticks for the signature lollipop shape. Cut around the bone just below the knuckle, then carefully remove and discard the small bone. Gently push all the meat down toward the thicker end of the drumstick, creating a ball of meat on a stick—this is your lollipop. Pat the chicken dry with paper towels to help the seasoning adhere better and promote better browning on the grill.
Drizzle the prepared chicken lollipops with olive oil, using about 1/4 teaspoon per piece, and massage it in gently. Generously coat each lollipop with the all-purpose seasoning rub, making sure to cover all sides. I like to season these about 15 minutes before grilling so the flavors can start penetrating the meat, but you can grill them immediately if you're short on time.
While the seasoned chicken rests, combine the BBQ sauce, honey, Worcestershire sauce, remaining all-purpose seasoning rub, smoked paprika, and apple cider vinegar in a small saucepan. Simmer over medium-low heat for 5-7 minutes, stirring occasionally, until the sauce is smooth and slightly thickened. Meanwhile, preheat your grill to 350-375°F and set it up for indirect heat (if using a gas grill, light only one side; if using charcoal, push coals to one side and place a drip pan on the other).
Place the seasoned chicken lollipops on the indirect heat side of the grill (away from direct flame), leaving the bone pointing outward. Cover the grill and cook for 30-45 minutes, rotating every 10-12 minutes for even cooking and browning. Use a meat thermometer to check doneness—you're aiming for an internal temperature of 175°F at the thickest part of the meat.
Once the chicken reaches 175°F, remove each lollipop from the grill and quickly dip it into the prepared glaze from Step 3, coating all sides generously. Return the glazed lollipops to the grill over indirect heat and continue cooking until the internal temperature reaches 185°F, about 5-10 minutes. I find dipping the chicken twice—once partway through and once at the end—creates a thicker, more flavorful glaze that caramelizes beautifully without burning.
Transfer the finished chicken lollipops to a clean plate and let them rest for 10 minutes before serving. This resting period allows the juices to redistribute throughout the meat, ensuring each bite is juicy and flavorful. Serve hot with any remaining glaze on the side for dipping.