ELY: I think you should make that files have a random name, like a368dq46.jpg (8 random letters/numbers).
Reasons:
[*]If somebody posts something and I post another one with the sane name, it will overwrite the old one, and if it sucks they will blame the first one.
[*]Files like .htpasswd can cause a security risk, so now it will be a456f34g.htpasswd, which I think it's okay.
If you choose to do it, just make sure the file doesn't already exist, because there can be even 2 random things that are the same.
If you think it's too ugly/dumb for you, make directories by the member number, like /cgi-bin/00000001/file.ext, and guests have 00000000; but I think it's worse, because of the guests and some other reasons I forgot
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