Hailey one thing you can to to re-introduce the saddle is approach and do everything BIG, What I mean by this is if you can get the horse use to the saddle being throwed up over and down onto his back it will make it easier for proper saddling. When I train horses for others I always do everything big because I find that not all horse owners out there have the slightest idea of how to properly tack up a horse so the bumble around throw saddles on all lop sided with the stirrups hung in underneath it and such, and if you dont prepare a horse for these things they will bugger off when a less exp. person tries to handle them. So app the horse saddle on big, saddle off big rinse and repeat. Do this again and again till the horse is accepting it. Once you are done with this you can cinch up and step up, step down over and over. When he will let you hang over the saddle and be calm you can hop in. Sit a sec dont ask him to move. Get off. Rinse and repeat. This will help the horse accept the saddle.