Im having this same problem. Saddle weighs almost 50lbs, horse keeps getting taller. I have to be careful lifting anything heavy that high because of my shoulder and arm. Since im the clumsiest person alive, I dont think standing on a stool and putting it on would be good for me. I would fall off the stool, saddle and all

What did work for me was putting the saddle on the arena rail, taking Chief to the rail, and putting it on the opposit side. The rail is about 14.3hh

Cheif is 15.2 1/2hh. He is so tolerant of everything I do to him. I just started using the bareback pad, lining him up against the rail, getting on my stool, bottom rail and mounting on his right side. He is a good boy and seems to like the pad better than the saddle. Its also helped me tons with my weeble wobble balance I have bareback. Havent rode like that since I was in my 20's.