Start with this piece "observations on OPSEC" http://grugq.tumblr.com/post/61960027685/observations-on-ops... which sets out some broad outlines of what is involved.

Thanks for the link. Definitely will be reading that.

OPSEC. Read more from the blog posts author (grugq). He talks about how hackers hide themselves anonymously.

It's not just a technology choice, it's lifestyle changes and it's a huge commitment.

Will do. Thanks for the referral. I actually didn't know about the lifestyle side of the story.

If you are working on such a site, I hope several things. 1) That the user name you're using here is randomly generated 2) You used domain registration authorities that consider secrecy imperative. Even with that, you used single-use credit cards or the like, and didn't use your real name. 3) You always browse everything in whatever your browser's privacy mode is. It doesn't solve everything, but its another layer. 4) Do not have java or flash installed, it can expose you more and leak data. 5) Finally, really do not go to sites like this and ask questions like this without having a burner account set up. If you have to ask these questions, log in from a location you will never visit again. Use a tool like the trashmail extension to use one-of accounts (https://addons.mozilla.org/En-us/firefox/addon/trashmailnet/)

Thank you for the input. I tried to be more anonymous before, but I noticed myself dropping hints here and there. I guess that make is already too difficult. But I guess it doesn't hurt to try.