static images 404 on Windows

[raptium]

> Note that I have web source under /cygwin for my convenience only but I am
> not using any cygwin components in my stack, all native Windows components.

>  root /cygwin/home/Chris/www/live/jobsite/trunk/html/public;
>  index index.php index.html;

Since you are not using cygwin, I don't think
/cygwin/home/Chris/www/live/jobsite/trunk/html/public is a valid path
on windows, maybe you should change it to c:/cygwin... ?