I have a friend who is a Saddle Maker and fitter. She was trained by Schleese himself. It takes years of apprentiship, you have to find a good name to work under and train under. Not just any Tom, Dick, or Harry.
She is very booked, booked for months in advance. She travels all over Canada doing jobs, and jobs that are well paid for.
I have another friend, she owns her own Tack Store and bought the Rembrandt Line. She now makes the Classic Rembrandts aka Classic Saddlery. She trained and schooled in Europe/England for a few years.
It's a good job, but you have to find the right person to teach you, for you to studdy under and apprentice under. Not only do you have to learn how to work with saddles, but you have to learn about saddles through and through. You also have to learn about the horses backs and how each indavidual animal works. There is alot, alot alot to learn - and it takes years of studdy to get to that point.