Of note: you won't be able to store pictures in your Dreamwidth hosting in order to use them on your website or whatever. That kind of stuff will chew up Dreamwidth's bandwidth pretty fast.
How does that work with the crossposter? Does DW crosspost images using the other site's API? (If any - I vaguely remember there was a mostly undocumented one for LJ, not sure about other crosspost destinations.)
Regarding issue 1936