He is getting the hang of it! I wasn't the one who saddle trained him; I'm educating him. The owner lunged him and broke him in. She then gave him to me once she felt that I was experienced enough.
I took him around a slight corner at a trot(attempting to canter) and he switched to a canter! We kept going for about 20 strides and I praised him A LOT.
He is going extremely well and I'm going to update how it turns out. :)