A bit late, but you might find useful information in this book: http://blog.nowherejezfoltodf4jiyl6r56jnzintap5vyjlia7fkirfsnfizflqd.onion/opsec. Not all of it might be relevant to you, i.e. you are probably not doing anything that would require plausible deniability, and probably some other things. But it has some really good info, in my opinion.

You can’t. Some might say that the less adversaries monitor you the better. But you will never be private unless you ditch all the proprietary software and practice good opsec on the internet and in real life. Hate to break it to you, but privacy is fundamentally a binary thing: you are either spied upon or you are not, regardless if it’s one hundred companies or just one.

Few people can be sure of that, because it would require digging in their assembly code which can take a lot of time, but they have a financial incentive to do that and they love money, so all sane people assume that they very much do. And they also get caught sometimes (multiple times!), so thinking they would just stop would be foolish.

I don’t undurstand how Graphene can bigger than Linux on this list.

VPNs know who you are and what websites you visit, so no privacy nor anonymity there. With Tor… It’s complicated. That’s why we have guides like this: http://blog.nowherejezfoltodf4jiyl6r56jnzintap5vyjlia7fkirfsnfizflqd.onion/opsec.

I find it disappointing that people interested in privacy would have such little respect for a private individual’s right to have their own thoughts.

Well said, my friend.

Honestly, if you’re using Windows, then you most likely already sent any and all of your secrets to Microsoft anyway. Including that you installed Tails.

Just dd it.