Nostalgia said:This is sorta like 20 questions. You posted a question looking for some free advice, and you have a bunch of talented engineers offering suggestions but without knowing the whole picture it is getting even more difficult to follow this thread. Unless it is a state secret why not share the name of the station and perhaps some of this brain trust can offer a more informed opinion. We can probably give you a go-no go opinion (the majority currently leaning toward no go) but in the end if you "go" you will need the services of a consulting engineer to make the maps, clear the interference contours, ect plus the actual cost of construction and perhaps new equipment. Again, as most posters have pointed out- cost vs benefit.
That's because there is no one single right answer and there is a ton of stuff to consider before doing something like this. Unfortunatly, you have people that think putting a radio station on the air is like putting up an icee stand. It's just not that simple.