Hi:
I guess it was in the mid 80's. My neighbor and I, in NJ, use to TX FM mono, goofy stuff, on the upper end, 108.1'ish. Nothing accurate with frequency. We'd put up Richard Prior and George Carlin stuff. His station was WADD and mine was WINO. Probably less than a watt each. We'd take turns transmitting. The end of that came with military helicopters flying over the woods by our houses.
Then, there was a MUCH stronger station, more advanced as they would say they are changing to another frequency, and blip, they were there. I drove around and tested their range. It was an easy 5 miles. I can't remember their call.. It must have originated by our houses. Toms River, NJ area.
Those were the days...
Hydro