During the 2nd act, You’ll get a mission from Yuri about a mystery box on a roof. Starting that mission, unlocks Taskmaster’s bomb and drone challenges. In fact, the box that starts that mission is a bomb challenge and it’s the easiest one in my opinion. I found the other ones much harder to get spectacular on. In every bomb challenge, you swing to each bomb location and press L1 & R1 to throw it into the air and immediately after that, spam the R1 button to cover it with webbing. The key to getting spectacular is by doing it as fast as possible and making sure you fully web each bomb. Some bomb mission will have some bombs hidden under something. If that is the case, hit L1 & R1 to throw the object covering it.