Not sure I can help you with your problem, but I have thought about this matter too. I have a slightly different strategy worked out for the future.
As I'm a HAM, I'd like to put up a tower. For 'amateur radio purposes', NOT for antennas (the permit should NOT mention it is just for antennas). When the tower is installed, there will, of course, be an antenna mounted on it. And after a while a small genny may find its way up there too. Let's say, to power the shack during outages, for emergency power during calamities, etc.
Over time, the genny may grow slightly larger and the antennas may grow smaller.
The plan is to 1) first get people used to the tower; 2) get them used to a small genny; 3) get them used to a larger genny
I think that would be the only way I could get the job done, where I live. Little by little.
As a sidenote, getting a HAM license is pretty easy nowadays.
Monopole.