Its very hard if you only have a drill. I heard they are really difficult on lathes too. I’d send to a trusted modder if you really want to do it well.
With a drill it would be difficult. The starburst would make the screwdriver jump around. On a lathe it would be an easy two cut operation. Chuck the yo-yo in the lathe. Face it to remove the starburst. Cut groove for silicone.