I like Hack's idea and will try that first. Maybe do a dry run climbing up and down a couple times to get used to it. I have a 24 foot extension with safety bars attached that just might work. Not too worried about the height, its the pitch that was getting to me. The other stack is on the higher portion of my roof and thankfully is not leaking.
My dad wants me to tie off a line to the opposite side of the house, but unless I park the truck in the front yard, there is nothing to anchor to.
It seems like newer builds in my area of the country have exceedingly high roof lines for no apparent reason. There is an awful lot of empty space in the attic of my home heightwise.