a flight at 60 knots with a 20 knot tailwind is likely to be most uncomefortable and not something I would want to do anyway
How? a plane is not aware of the wind. It flies within its own frame of reference, which is always still air. "Wind" is a separate frame of reference: the whole chunk of air moving over the earth's surface.
you are almost always better off giving up the TAS of altitude for a lower headwind (which normally this means decend)
I agree.
At a constant power setting your range is pretty much independant of the altitude at which you are operating (assuming no wind)
So long as you are LOP the whole time
