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On 06/02/2009, at 4:35 PM, John McKee wrote:

Does this make anyy sense? If data leaves one site, via a VPN, would there be
anyy way to know the data was not encrypted?

Isn't really enough information to work with but ...

It's probably possible but unlikely. FTP uses two connections; one (initiated by the client) for the control channel, and one (by default) initiated by the server for the data channel. It's possible that the client connects over the VPN to establish the control channel but that the server connects directly for the data channel. This would mean the control channel is encrypted via the VPN so UID/ PWD is protected but the data itself is not encrypted.

I would expect that for this to occur the VPN is incorrectly configured or the client is directly addressable without the VPN. Both states would indicate incorrect network configuration. You should be able to work around the problem via PASV which instructs the server to wait for a data connexion from the client or by disabling both PASV and PORT which will create the data connexion to the same port as the control channel (the default data connexion).

It will depend very much on the capabilities of your FTP client as to whether either of these work-arounds is available or effective. Many FTP clients don't actually implement the default data connexion because there can be communication problems with it due to TCP time- waits when closing sockets even though the RFC for FTP says they must implement it. Some clients will allow disabling PORT but if so will then use PASV. Not all clients allow disabling both PORT and PASV although the iSeries FTP client is one that does.

The proper solution is to configure routing so the VPN client is found ONLY via the VPN connexion.

Regards,
Simon Coulter.
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