I suspect his suggestion that they consider each charge one at a time was a little tongue in cheek, but who knows, it could be right. If the PL decided there were 115 charges and not half a dozen then surely the club have a right to say "OK then let's go through them one by one and see what you've got" - if only to drag it out to piss them off and push the bill up.
I had a similar thing happen to me in a legal case over property. The other party kept going back to his solicitor with another question or claim, usually a month or so apart and the case went on for 18 months when it should have been done and dusted in a month. The outcome was no different than anybody expected, he only did it because he knew the longer it went on the higher my bill would be and he had a lot more resources than I did. There's a fair chance the same could be happening here. I actually doubt it, but it could be. There must be some reason it's taken so long.