One tough one that comes to mind was an over 30 yard shot over a water hole at a big male baboon who was bent over drinking. I was bow hunting. For me, this is a very long shot. I hit him square on the arm and the arrow blasted through the bone and through his chest cutting off the top of his heart. My sight pin is set at 20 yards so I had to estimate my hold and hoped he didn't jump the string.

This is the result: