RE: Help with an ethics question.
Although I understand his desire to get the best buck he could while in the awesome buck state of Iowa, he made the decision to hit the release on this buck. Then, after a terribly botched shot, he rethinks his decision and goes back out to see if he can do better. His ethics are pretty screwed up and there could have even been legal issues here. I' m glad YOU made the effort to recover what probably would have been a wasted buck and that you were able to stop him before he hurt some other buck.
I think you should have a serious heart to heart talk with him and explain everything to him like you did here. If he isn' t going to change his ways, then you may be losing one hunting partner.