It could work. Question becomes will it improve your odds day to to day? Second question for me is, as this is a LRH site, how far are you shooting, how far roughly are you comfortable shooting?
My preference would be to have shooter and spotter together, it splits the responsibilities, and facilitates communication.
2000 acres isn't a lot of ground, drives, and converging on one locale after another when someone spots a deer, is the kind of pressure that causes deer to relocate. Or puts you in the position of shooting an already spooked animal. It also spreads human scent from more than one point.
I have zero experience in your area. Just thinking out loud.
I do have a late season whitetail tag, it's after the regular season closes, takes advantage of the rut, and no one else in the woods. My plan is overwatch on one of the three best crossings (weather dependent), range to 600 yards, and if they cross elsewhere, it's just part of the game. Good Luck.