Well, actually, it's the other way around, he knows exactly how it works and you don't. He uses the word "hire" loosely. He will set you up as an independant contracting photographer and 1099 you, it's so simple and completely legal.
Not how I read it - he wants me to fly, not to provide pictures. I read it as he will be taking the pictures. He clearly states that HE does photo shoots and needs PILOTS, not photographers. But perhaps you're right, and he's more of a producer/broker/prime contractor, and he'll never get near the actual airplane and photo taking.
As you stated elsewhere, if he tells me:
"You go bring back pictures of this stuff from the air, and I'll pay you for them", then I can absolutely do that with a PPL whether I take the pictures or hire a photographer to do it for me while I fly, because MY business is aerial photography.
But what I understood the original post to say was:
"
I am a photographer, and
I'll take pictures in
your airplane while
you fly, and
I'll get paid for the pictures". HIS business is aerial photography, and he's looking for me to provide air transport to further HIS business. And if I am compensated in any way I need a commercial certificate. And if I provide the airplane and not just pilot services, I need a 135 cert as well.
So, with all due respect, please consider that I may not be interpreting the original poster's intent the way you do, as opposed to not knowing how things work.
I'll admit that I could be wrong in interpreting the original poster's intent, will you admit my original interpretation is possible?
Since the original post specified the airplane type, I'm inclined to believe this is not a subcontracting deal, because a prime contractor wouldn't care about the type of airplane used, as long as the pictures met the requirements.