Very interesting story on your car! That's quite a find!
You might be able to get away with needing only one friend to trailer the body but three or four of you would make the job a lot easier. As for the engine, I don't think I'd worry about the head gasket. You might check the carbs for varnish or dirt. I would also try to get some lube, like assy. lube, on the cam lobes. I would also not fire it up till I got oil pressure.
Can't wait to see some pics! Let us know if you need help with that.
Good luck!