You're right skeleton didn't win the prize directly, however it is NOT level 30.
It was only +63 (which for s80 weapons at the time, isn't crazy high enchanted) and it is level 22. He did have it at 30 before, but in over-enchanting it it deleveled much lower.
I did however set the existing quill to +8 which I feel is about the equivalent X enchant level for +63
Also that was a long time ago about the debuffs thing, its not likely to work so well now, but we'll see.
As for the "work" for the grand prize winner, you're taking it too literally. Keep in mind, that the Grand prize winner is likely gonna be only interested in one or two weapons in the first place, as they will likely go with the type of weapon their class typically uses. Additionally other players will have other weapons and be testing them so they will get the feedback of how each weapon works and can help them decide.
As for the crafting recipe and details for the essence, I have not fully decided. I don't plan to make it laughably hard to craft mats wise, however just tackling the legendary raid in the first place will require a good sized team who can work together and beat it, that alone is hard enough.