If every club had to contract a freestyler or freestylers. Then these freestylers would train and travel with the club and kind of be part of the team. They can maybe even be a tricks coach or something.Then in half times the freestylers from both clubs battle it out, and have a showdown. There wont be an official winner coz itl' take too much time to have judging, but the audience can decide who the better freestyler was.
This way, there will always be entertainment in half time and it should give freestylers a set job and maybe even recognition
To support the idea. Billy Wingrove is contracted to Tottenham Hotspur to teach the Tottenham players about freestyle soccer. I'm not sure whether he does half time shows but occasionally he does in Tottenham games at White Hart Lane.