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The BindSame feature is very useful and easy to use(While squid needs to add many tcp_outgoing_address lines for all interfaces)!
Can you add another feature "BindRandom"?
I would like this feature too !
My personal benefit would be this kind of pattern:
Obviously i can use "BindSame yes" and my application could hold the whole IP address list, but I find it easier to maintain if it is the daemon that manages it.
Let me know,
imo this is outside the scope of tinyproxy functionality, but with the new upstream proxy capabilities you could just redirect requests to a very simple socks5 proxy to shuffle the outgoing requests. for example there is https://github.com/rofl0r/microsocks/blob/master/sockssrv.c a socks5 server in 400 lines and i guess it'd be much easier to add this functionality to something like that, or some python script.