Oh no! I was actually thinking the same thing as AB, you need to invest in all of the fly control products you can for this guy! As for growing the tail out, I would actually brush it as often as possible with as much cowboy magic as needed for as long as I had to. When I brush a tail, it can take up to an hour ( more if its bad) but you will not hear one rip out of that tail. Take very small sections and work from the bottom. If you leave it alone for long periods of time, I find that the tail will get knotted and ripped out during the course of the usual horseplay as a result. If it is nice and detangled, you have a better chance of the hair just running over a small object instead of getting caught on it and pulled. Good luck! And get a fly sheet!