Having spent much time in SE Missouri about 20 years ago, it strikes me as funny that anyone would complain about ANYTHING being an eyesore down there. The whole Missouri countryside's covered with eyesores much worse than this one old train and some weeds.

"There has never been such a thing as a pretty rail yard." - Sam Drusch

Boy ain't that the truth.

As for the weeds... Hyvar is your friend.

As far as positioning a railcar (presumably on railroad track) blocking access to someone's building... what a weird situation. Sounds like the RR should fence their property line or write a proper easement. The owner cannot say "I've been doing it for 20 years"... because railroads are immune to claims of adverse possession and adverse easements.

As for $6000 for paint, by my standards that's a hell of a lot of money for paint, and I think I use pretty good stuff. They should be able to get a lot of paint done for that price if they work themselves.

When I paint outdoors in hot weather, I do in sections and my cycle goes like this. I'm painting 2-pack polyurethanes with brush and roller (you need a bunny suit to spray that stuff, unthinkable in the weather.)

Morning 1: Survey and plan the job. Do as much prep as possible. Do fiberglass and bondo work.
Day 1: go cool off somewhere. Cut stencils, mix tomorrow's paint, etc.
Evening 1: Finish all the prep so it's primer-ready for tomorrow.

Morning 2: Show up at sunrise, remove dew, scuff sand and wipe down with solvent, and lay primer, finishing between 9 and 10 am before the worst of the heat. Note this is a quiet activity, no sanders running.
Evening 2: At 4pm go back out there and Scuff sand, wipedown and apply primer coat 2.

Morning 3: Sunrise; scuff sand and wipe down; paint first coat of topcoat.

Morning 4: Sunrise; scuff sand and wipedown and apply second coat.

You know the songs done in rounds, like "row, row, row your boat"... I do that with the sections. Any given morning I am topcoating one section and priming the next, then prepping the next.