[MBAtarga]

I painted almost 100% of the exterior of our house two houses ago - when I was in my 30's. I actually used a 32' and a 28' extension ladder about 2 feet apart. I'd climb up one and using a brush and roller paint the siding I could reach from it, then actually stepped over to the other ladder (without climbing down) and painted as far as I could reach from it. It saved a lot of time going down one then back up the adjacent ladder. I did pay a painter to come and paint the fireplace box above the roof line. It took a 40' ladder to do that.

I'm almost 30 years older now -and wouldn't consider doing it again. That's also why our current house is 4 sides brick.