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and that is you're answer, really. Some artists will accommodate some/all of the above and others won't. I would recommend that you get some idea of what genre you want and/or artists whose work rings with you - and then visit them for consults. Some will see vision in the puzzle and others won't . . .

Either decide how you want to do it and find an artist that will do it that way, or find an artist you want and do it the way he wants. Or maybe you'll get lucky and find an artist that you want that wants to work they way you are dictating. My artist likes to outline first. He outlined my whole back in one marathon session. Just my opinion, but I only want my artist thinking about making great art. I don't want him thinking about limitations I'm putting on him.

Yeah, I'd say it'd be best to find someone who can come up with a vision for how the whole will work while incorporating the elements that already exist. It's a hard task. Picture?

OMG. I don't know how you have lived with that train wreck? Maybe just cut off your arm? *kidding* I suggest taking a giant deep breath. You are going to make yourself crazy! The imperfections are what makes it real. 🙂

That should tell you something. I can see the little wisp of a line at the bottom of the the dot on the i. If that brothers you I'd think it be super easy to fix just by filling it into the dot.