I just started my mare in western riding before Christmas and she is having 30 days put on her right now to get a show ring finish. My trainer had me work a lot on getting her to lift her back, and did lots and lots of small circles and getting her to move her hips over. Over time all of these put together have encouraged her into a natural self carriage. I am now moving her to one handed riding. The biggest thing is going to be getting your horse to lift his back. Think of a horse as a see-saw. If the back is hollow then the head is going to come up, if the back is lifted the head is going to come down.