For some reason, I haven't seen the beginning of this thread, so I may be missing some details. From what I can gather you are trying to run FTP over SSL. I don't know what type(s) of firewall(s) you have involved (again, I didn't see the original post).
FTP over SSL simply won't work through the majority of stateful firewalls (if configured according to normal stateful FTP inspection). Such firewalls watch the FTP control port (21) for FTP PORT commands (whether active or passive). When the firewall sees such a command, it dynamically opens a rule for the FTP data connection. Beings that you are encrypting the FTP conrol traffic, such firewalls will not be able to read the FTP PORT command and will, therefor, not open the rule for the associated FTP data traffic. The result is consistant with what you are seeing. -Garrick James
