I don't have an answer for you...
However, I did note that you are using PG. To that end, make sure to update the driver:
User images work fine locally, but not externally (online)
Whenever a user uploads an image, I can see it perfectly fine on the server. Once I go online on my laptop, or anything other than the server the image doesn't show up for any user.
Gravatar images are not working reliably either. Some work, some do not. Issues seem sporadic.
I am guessing that you are on the current stable version, 0.9.0?
Yes! latest build