I think the reason why a major supernatural power would need a lawyer is pretty much the same as why a major mundane CEO would need a lawyer; specialised technical knowledge of different complexities in different expert fields.
I don't see any inherent reason why Dark Lord Random Example who is a thousand years old and has spent most of that time studying dark magic is necessarily going to have the time or the temperament to be a legal whiz.
The issue I'm struggling with is not whether that knowledge would be easily expected for any entity out there.
The point is, take the DF for example: supernatural law
isn't complex enough to require specializing in that knowledge. There's not a lot of fine print, legalize, obscure rules and so on to make it necessary. The political systems are easy enough to grok for the entities inside of them, and the rules are spelled out clearly in the Unseelie Accords to address individuals between organizations. The various organizations themselves work on fairly simplistic rules.
But making them overly complex would be... unsatisfying for me. After all, I'd rather the supernatural world manage to get by without
needing a lawyer to do their business, but that such an expertise would be useful for some. Sort of like having the guy on your team who knows that if you tell a pirate "Parlay", they won't immediately stab you.
Or, if you're a mortal and you want to make a deal with a faerie, someone who knows how to phrase the deal without getting in over a barrel. The real benefit is for those outside of the system: mortals, entities without a boss and lack the power to be recognized as a Power.
Ultimately it's the difference between
having to hire an accountant to do your taxes and handle your books versus asking a guy who knows cars very well to help you get a better deal on buying a new car.
The way I see it right now, this character is
not a member of an Established Profession. There is not the Occult Bar Association. It's more like someone who has carved a niche out of playing the systems of the bigger, nastier things. So the issue for me is finding a way where the rules/laws are not too complex, but also there existing a useful place within that system that someone who knows all the rules could benefit as a consultant/negotiator/specialist.
I suppose one way to reconcile a simpler legal system would also be that politics are just as important as the letter of the law. And a character who knows not just
how the rules work, but the
why's (i.e. knowing who is the enemy of who in the White Court) could be just as useful if not moreso.
There's also the issue that, if such an individual has the knowledge of faerie loopholes, has his finger on the political landscapes of the various organizations, and is a small fry, why he would be allowed to live. That sort of knowledge is inherently dangerous. That and, as I start to grasp this, this amount of knowledge has power in and of itself, enough power that I am actually reluctant to hand the character. He's supposed to be relatively minor in the grand scheme of things, a non-threat, but political knowledge speaks of some significant resources and the capacity to take advantage of them.
