Trophy WT Buck
Turkeys are tricky, but when I was growing up, turkeys were always a bonus that just happened to come by while deer hunting. The trick then was how to shoot one with a deer rifle without blowing it to smithereens. But I've had a wise ol' hunters preach that if a turkey had a good sense of smell, you'd never kill one!!
Some really good (low-fence) trophy whitetails are killed by chance, but the difficulty to do it consistently or deliberately gets my vote as the "trickiest game to hunt".