I was recently pointed to an OpenSSH installer for Windows (sshwindows.sourceforge.net). This includes both the clients (ssh, scp) and a server (ssh shell server, and scp/sftp server). It also adds the clients to your path for you so you can use them from the command line. Unfortunately for your servers, Windows 2003 is not supported yet, but they are working on it. Are you still using insecure FTP?
There are some other ssh clients for windows including putty, Tectia, and you can always install cygwin. These solutions also have scp/sftp clients. I have found FileZilla to be a good scp/sftp client.
I have to say however, I have never been totally happy working with ssh on windows. I can't really put my finger on it, but nothing seams to work quite right.
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There's also Cygwin's OpenSSH port, which works very well on Windows Server 2003 (both client and server)
Check out WinSCP too http://winscp.sourceforge.net/eng/
I'm a big fan of FileZilla and WinSCP. For the server side I went with BitVise SSHd [http://www.bitvise.com/]. Yes it's pay-for but I find it's really well done. I dig its logging features most especially. It's fine on Windows 2003 considering I have it deployed on a few hundred machines. VanDyke also has an SSH server but it's stupid expensive.
We have had excellent results with WinSSHD (www.bitvise.com) We've ran it for several years on 2000 and now on 2003 Enterprise. It is not very expensive (under $100) and is supported by a great team of programmers in Eastern Europe.
I have been searching for an installed similar to this but I have always ended up turning back to OpenSSH on the FreeBSD platform. Thanks for the advice though. :)
Have you considered creating a custom tag or CFC that could make it easy to use an open source, java-based SSH client with CFMX? Mere mortals like me are in sore need of your big magic!