There are a couple of things that I think aren't being considered (still).
I don't know how much of an expert you are in trees and forestry and things, but one of the things I know is that dead red pine trees/pole will attract wildlife. One thing that will come this year is a bunch of pine sawyers.
I had a friend (not from the midwest) who bought a place in Wisconsin and decided last spring to plant a garden. Of course, it must be fenced due to deer. He thought everyone was crazy around him, buying treated lumber for fence posts and decided to just cut some pine on his 40 to use as poles. It took about 2 months for the pine sawyers to really set in, and his poles will be gone in about 2-3 years.
When you have standing dead/dying pine, it's a magnet for pine sawyers, and the poles will be gone by the time you get a reasonable harvest. Secondly, woodpeckers will come in like you've set a lunch buffet and that will riddle the poles full of holes.
Bark beetles will be a huge issue as well.
If you're set on this course, I'd definitely talk to your county extension agent to find a way to protect your poles. If you're going to use them for the hops, you'll end up losing both the poles as a crop, and the hops (as you'll still need a way for them to grow upwards).
I hate being negative, but I have lots of experience with the Northwoods, and I'm married to a forester who later became a wildlife biologist.
While the idea is great, and the process does have merit, I'd really consider talking with someone familiar with the forestry of your area. A nice red pine tree farm will be worth money as they are thinned, and later harvested- but a stand of dead trees with infect infestation is going to be an issue.