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Since there is no signal coming through that hill, aiming the antenna into the hill is not a useful exercise,
There are only two ways that signal *might* reach your rooftop location: 1) Diffraction - bending over the hill or 2) Reflection -bouncing off a more distant object (hill, building, tree) back to your location.
Neither is going to be easy or reliable. To check for diffracted signals. you must work the contours of the visible skyline with the antenna aim, adjusting azimuth and elevation as needed. To check for reflected signals, aim the antenna in the (generally) opposite directions at various physical objects and see what you might get.
Do not be impatient and don't be too optimistic. Your area is known for being anywhere from merely difficult to impossible.
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