I got a personal post from someone on the net that I will answer on the net for others to see.
The question: Does towing the aircraft tail first damage your HS/V tail? Do you do something to protect them? The answer is the H/V stabs should be o.k but yes you could damage the elevator or rudder and yes I do something to protect them. I use a 1"x 2" x ?" pieces of wood. Dowels should work equally well. I pad them and place one on top and bottom, each side, over the HS/elevator and one each side on the VS/rudder. I strap the ends together with bungees, rope, etc. so they act as control locks. I've towed my KR tail first at speeds of 60 mph with no problems. Your results may vary......... Larry Flesner