Brent when I was 15 Itook off as many youg boys do. I looked older than my calander years. I was hitch hiking and got picked up by a guy in a Lincoln, with his wife and 2 kids. Thought it was strange till he offered me a Job. He was a painter. We did barns and barn roofs. He would climb up to the peak of a born gripping the lead heads of the nails with his sneakers. I would follow up using the WWII surplus divers hose we used for the paint as a life line. He would sit the peak, using the hose to hold on to I would wire brush the rust scale off. Fine rust we didn't bother with. I then sat and he using the hose as a life line would spray the roof. Eventuall one of us would be on the far side on the ground holding the life line os the other finished painting. There was a 12, 15 long piece of tubing on the end of the hose with a shower nozel on the end, to apply the paint. The roofs were done in Aluminum using his own formulated paint. 15 or 20 gallons of Montgumery Ward liquid asphalt, a pound of aluminum flake and cut with Gasoline. This sprayed on a horrowable purple. As the gasoline evaporated the flake came to the top and you had the brightest shiney roof you could imagine. He was a traveling painter and was in an area he had been in 7 years before. The roofs were still so good on the barns he had done that it was no trouble getting new customers. I the instances we did the sides he mixed up Monkey Ward Barn Red pigment and 20 gallons of used crankcase oil again cut with gasoline. This we also sprayed on hydraulically. It soaked right in to the old dryed out wood. It looked good. There wasn't enough money in the world to get him to paint the trim a contrasting white. We would do 2 or 3 jobs a day and be done by 3 oclock. A roof or a barn was considered a job. For 1948 he paid me well. He had a truck, the Lincoln, 2 trailers, one for his family and another small one for the maid.
Maybe you could try the same. Todays non leaded gas should make a better choice for the used crankcase oil. That old dried wood sure soaked up the oil. Oh he didn't permit any smoking.
Bill