My shack is in my garage; not in the house. The house is oriented lengthwise east to west - and the garage is just west of the house - and the line needs to go to the far west side of that garage - at the base of that palm tree.Do you have any reasons why you cannot use the ladder line? With a fiberglass mast, you can even just tape the stuff to it, then run it at an angle down to where you're going to run it into the house...
18734 Loree Ave - Google Maps
To the left of the picture is a palm tree. My shack is under there - just to the right of it. One can barely make out the IMAX on the garage roof. To the east of it - is the house - where I am planning to put up the fan dipole mounted from the NW corner to the SE corner of that roof. The distance between the center of the roof of the house to the west side of the garage is approximately 60 ft. Plus, the slope from the antenna apex is going to add more length.
The length of this dipole is 82 ft; so it should work well on that roof as an inverted "V" configuration.
How would you set it up?