Ricci, I think it was Roy Rogers that said that.
I don't think you are doing anything wrong at all. If you are more comfortable with the trainer getting most of the "bugs" out first before you get on, then that is what you need to do. I am still young but I have noticed that the ground is harder and it takes longer to heal than it did 10 years ago LOL. Take things at your pace and so long as the horse's training is progressing the way you want, don't worry about it.