sometimes I happen to have to restart tor in the vm gateway, for safety I always shut down the vm workstation before doing it, but is it really necessary?
Can I restart tor via the gateway tor control panel, without having to shut down the workstation first? Do I risk compromising my anonymity by doing so? Thank you
You can.
Every connection from every Workstation will stop at the same time. Is this a threat to you? A passive listener could potentially see discern that those connections came from the “same” client, same because clients are stream isolated by IsolateClientAddr.
But also, how big is the attacker etc.
This is also true for non-Whonix. So the question is broader: Can a passive attacker deanonymize myself by traffic analysis?
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Unnecessary. No leak risk form that.
Technical reasons why that is so? See https://www.whonix.org/wiki/Dev/Technical_Introduction#Security_Overview