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I do something vaguely similar with my media endpoint, except I use a server that I rent out from from kimsufi, where I also host my webmention and micropub endpoints. But...does it ever bother you to split your content like this?  I use a static site generator, and one of the nice things about this is that your entire site can be generated from the contents of your local folder.  When part of your content (your photos) live somewhere else (a media server, or a CDN, or whatever), that's no longer the case. This bothers me somewhat, though I don't lose any sleep over it.  I don't really have a good answer for it.