So I just posted about an order I made on a darknet market.
Obviously it's not a good idea to connect directly through the clearnet to Reddit when talking about shady stuff, since I don't know what Reddit shares with law enforcement.
Even if Reddit shares nothing intentionally, as per their privacy policy, connections to Reddit are clearnet, and not usually encrypted (unless connecting to ssl.reddit.com) so the government can know who is sending packets to Reddit at the time I post and see where they're coming from, as well as possibly the content of the packets of what I post.
I'm using a Tor + a proxychain + a private proxy to connect to Reddit. The proxies may or may not belong to (or be paid for) by me.
Is this enough or should I be doing something else?
I assume a private proxy by itself isn't safe, since they know your IP address and also that you're paying for it, but if you connect to one through Tor this should be safe enough, if you paid for it, you can always say you have that shady friend you share your proxy with, and if they connected through Tor there's no way to know who it is doing the transmission. Paying for a proxy that somebody (else) talks about their illegal activities through is NOT illegal, committing illegal activity yourself is.
What about a stolen/carded/hacked proxy? Do people actually do that?
A VPN has the same issue as a proxy, and you can't necessarily chain VPNs as easily as proxies. 1) You have to pay for it somehow, which requires your real name unless you have a scheme to avoid that (i.e. a stealth PayPal account for instance) 2) You have to connect to it somehow, which requires your real IP address unless you are chaining through Tor (difficult with a VPN) or using a proxychain of public proxies, at least one of which isn't logging IPs
I assume getting a proxy/VPN under a stealth identity is similar to getting a VPS under a stealth identity, namely you need a stealth PP account or something equivalent
Seems overkill.