I have a 40-acre piece of hunting land (two actually, and another 20) that I hunt. I bring friends, or my kids, but we always hunt together. When my friend hunts, we agree up front to either divide the quarry by region, or one of us gets the right of first refusal. We never separate except on the rare instance where I'm trying to drive game to him. Kids always get first rights.
This guy sounds like a slug. As a fairly new hunter myself, I can appreciate your desire to have a mentor, but a true mentor would go with you to help YOU hunt, not get himself some goodies. Even after only six years of hunting, I'm personally more than happy to let my guest shoot - its fun either way.
If you lived up here, I'd say let's get together and be inexperienced as a team!