Using ssh via tor will give you the latter 2, i wouldn't force ssh through privoxy + squid, just use tor directly. However, ymmv.
but <waxing philosphical & general silliness> ...
"Torify". hmmmm. a new verb.
"To Google, or NOT to Google, that is the question ..."
should it be"
"To Torify, or NOT to Torify, that is the question ..."
or, rather, simply:
"To Tor, or NOT to Tor, that is the question ..."
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