I think newobj is referring to the non-atomic nature of dropbox sync: there is no "commit" or singular upload, but rather a continuous sequence of changes. The question then is: how does this affect deployment? For example you might see markup changes deployed without the corresponding css changes.
I would guess the answer is that the "deployment" is so lightweight and fast (minify a few text files and copy them somewhere) that it's ok to re-run the deployment step at every single new file change.
I'm a big fan of this workflow. Good job Cole!