I agree with MI_bowhunter. Your buddy needs to exhaust all efforts of finding these wounded deer. Sometimes a deer just flat out cannot be found. In my 30 years of hunting I have only experienced this once and it was a marginal shot that I regretted taking it as soon as it left the string. I spent the next two days following the scant blood trail over a 2 mile range. We determined the wound to be a muscle hit and hypothesized that the arrow passed between the shoulder blade and the rib cage without penetrating the lung. The last few hundred yards of blood trail led across a cut bean field and the deer appeared to be browsing. The deer, a six point mainframe with a drop tine, was shot during the gun season by a neighbor and the wound channel findings confirmed our suspicions. The quarting too shot, from a high stand, never should have been attempted and I learned a lot from the tedious 2 days of tracking.
Hunting the Michigan Thumbs agricultural mecca...farm country bucks taste the best.