I’m trying to figure out the least worst way to use Tuta Mail on Qubes. If I use Tuta from a Whonix qube over the Tor network will I benefit from improved privacy without compromising security?
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Yes.
Accessing Tuta over Tor won’t hide your identity from Tuta, unless you signed up for Tuta’s service using Tor and used a payment method that does not identify you.
If Tuta knows your identity or a pseudonym that can be traced back to you by someone who has leverage on Tuta’s staff and also controls the internet where you were when you used that pseudonym then your identity will not be hidden from Tuta.
What Tor can do for you at the least is prevent operators of your local ISP and transit providers from knowing you are connecting to Tuta and prevent Tuta from knowing your location when you use Tuta.
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