Update: After talking with the trimmer/fitter today, I think I'm going to go with the Easyboot "Glove" which is the one just prior to the Backcountry glove I posted about yesterday.
We talked about different scenerios...sand, water, rocks etc. and we feel this would be a better choice because they don't have the part that comes up over his hair (on hoof) which could cause some rubbing etc. AND she feels that in those conditions, the velcro could become kind of ineffective.
What you're seeing here, is just the shell (for fitting) they will actually have a "gaiter" part that comfortably fits around his ankles but sand etc. won't have the same ability to get caught in it.
We'll see....it's all a learning process, but she said his feet don't have any "shape" issues, and these fit very well. As a matter of fact, just trotting around with these on, they formed a nice, tight suction and were actually a bit harder to take off, because they fit so well around his hoof. I liked the idea that they didn't cover any of his hair. Which could cause more discomfort to him.
I guess we'll see with the next ride!