I think jekyll or nanoc had a "run in background and watch this dir for changes" mode, you could sync its output dir with dropbox. EDIT: if they don't, you cou

I think jekyll or nanoc had a "run in background and watch this dir for changes" mode, you could sync its output dir with dropbox. EDIT: if they don't, you could always do it pretty easily with inotify and a bash script (inotify-tools on ubuntu I think)