FTPS access over WAN?

Question: Using mod_tls, FTP sessions through my firewall now no longer work. What's going on? Answer: The short answer is that FTPS and firewalls (and devices performing NAT) do not interact well. The control connection happens on a well-known port, and has no issues; it is the data connection that poses problems for FTP-aware firewalls. In a non-FTPS session, the firewall can inspect the FTP server's responses on the control connection to a client's PASV or PORT command, and thus know which on which ports/addresses the data connection will be established. In an FTPS session, though, those control connection messages are encrypted (that is the point of using FTPS, right?), and so the FTP-aware firewall cannot peek. Hence, it cannot know which on which ports the data connection will be established. For firewalls that are configured to always allow a certain range of ports (such as might be configured using the PassivePorts directive), FTPS should function without issue.