We have this large hill on the trail that we generally gallop or canter up. Hoover has never been able to make it all the way up trotting. He'll get about half way, then start walking, and put his head down like he's thinking "dammit."
Last week I took him out with his new saddle. He was feeling really good, wanted to trail. When Drifter took the hill, I let Hoove have his head and started cheering him on like I always do. He started out at a trot, but half way up shifted into a canter! He's never felt good enough to canter for me before, and he made the whole hill running. It was amazing, and I was sooo proud of him.