Yes, I use such a setup for offering ssh to end users on UNIX.
It's a perl script that make use of squid's CONNECT
capabilities (method). You have to add port 22 then to your allowed SSL port's acl.
I think it only works for OpenSSH versions , which allow
specifying the tunneling perl script as a proxy.
Can you explain a bit mor in depth?
On Windows 'putty' (http://www.chiark.greenend.org.uk/~sgtatham/putty/) can also make/use advantage of the SQUID proxy for outgoing ssh, apparently without any problem.
mmhhh... I will be using "putty" on my Windows box and "OpenSSH client" on Linux...
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