Well, there's no such as being 100% anonymous, but your anonymity is measured by the size of your anonymity set, ie the group of people that you are indistinguishable from. If someone knows nothing about you, your anonymity set would be the 7 billion people on earth, but you appear to be a native English speaker (although I could be wrong), so that narrows you down to a few hundred million people. With other details, people could reduce your anonymity set even further. An anonymity set of a few people, or perhaps a few dozen people, is dangerous to our security because LE has the resources to investigate all of them. Also, a single crucial detail could uniquely identify you, so that's what you want to avoid. You're using Tails, so that's a good start. It's an open source operating system that is unlikely to be backdoored. The developers aren't going to work with LE. There's basically zero chance of getting infected by malware. It gives you the option to create an encrypted volume and doesn't leave evidence on unencrypted media. It provides transparent proxying of network connections over Tor, reducing the chances of accidental IP address leaks. It even scrambles RAM on shutdown. The one thing I would strongly suggest you do is start using bridges. You'll have to enter them manually on each boot, since there is no mechanism to make them persistent yet, but you don't want to change entry guards during each session, as that reduces your anonymity by increasing the chances that an adversary owns one of your entry guards. Of course, this is half the battle. If you want robust anonymity, you need to change your behavior. There are obvious things like not telling anyone your name or logging into sites that are linked to your identity (Facebook), but also less obvious things like providing minor details about yourself. Don't describe the weather where you live, don't tell people you are going to festival X, don't inform people when you are going on vacation, that kind of stuff. Little data crumbs can add up to uniquely identify you, just ask that Hammond guy in Chicago. As a vendor, you should read through the Shipping forum to get ideas about secure shipping, eliminating smell and fingerprints, discreet packaging, rotating drop points, etc. Don't bring your mobile phone when you mail packages! That's a big one. You'll learn more as you go along.