How long do you think it would take for a first timer to do 24 squares? It is just a gable roof with no valleys or anything. I would have some help, but I would consider them 1/2 a person. I would pretty much do all the laying and nailing. My helper would just hand me shingles.
How much would a pro charge me for the labor only? I’m assuming you guys go by the square. The slope of the roof is 5 inches for every 12 inches of hor. It could be 6 for every 12 though. I can walk on it and feel safe.