I talk a lot about the technological aspects of remaining anonymous and keeping your data private, but oddly enough many of the problems we face when it comes to doing exactly that are non-technical in nature. Simply put, most of us say far too much.
Today I'm going to be covering Operational Security (OPSEC) and why it is absolutely crucial. The goal here is to show you guys why you need to actually take this seriously while also keeping this easy to read and understand so that it can be picked up by just about anyone.
I will be dividing this post up into three sections and each of these sections will have detailed explanations followed by scenarios designed to further your understanding of the subject matter. So, without further ado, let's begin.
Section One - Well, what is it?
Paranoia does not work retroactively.
Operational security can be defined as a process by which you identify critical data, analyze (and define) friendly actions, and eliminate or minimize to an acceptable state vulnerabilities in your system that would allow an adversary to access critical data. To break that down (Jargon incoming):
a) Identify the actions and information that can be observed by an adversary
b) Determine what information can be used by an adversary to piece together more information
c) Determine and properly execute specific actions that must be taken in order to eliminate or minimize to an acceptable state the likelihood of an adversary obtaining critical information on your operation.
Translation time (because not everyone understands intelligence/military jargon):
a) What information can be gathered on you already?
b) Which pieces of that information can be used in conjunction with other pieces to determine patterns, preferred procedures, and other pieces of critical operational information?
c) What can you do to make sure they cannot or it be incredibly hard to obtain critical operational information?
Here's a scenario now. I said I wanted to keep this as easy to understand as possible, so I'll keep it simple.
Bob is a freedom fighter. Bob comes home from his menial office job every day at around 5:30 PM and hops on IRC as soon as possible (typically within 30 minutes of being home). To protect himself, Bob uses Tor to connect to the IRC network, however Bob often complains about his job and the weather in his area being so shitty all of the time. Sometimes when the room goes dead, Bob begins asking questions about the other people in the channel like "What is your favorite food?" which he almost always follows up with his own answer. To make matters worse, Bob did not configure his IRC client properly, so when he is whois'd by Alice, she gets his realname (Bob-PC).
Despite Bob using Tor to connect to the IRC network, effectively hiding his home ip address and location, he makes the mistake of saying too much about his work life, personal life, and dietary habits. With this information alongside the information retrieved due to Bob's improper configuration of his IRC client, the search for Bob is now narrowed significantly.
Bob soon realizes this, but it's too late. Critical information that can be used to help identify Bob has been obtained by an adversary (Alice). Paranoia does not work retroactively. You must be actively paranoid in order for this to work. Fortunately, it isn't very hard to be paranoid.
Section Two - But how?
The game is the game. Always.
"See, the thing is you only got to fuck up once. Be a little slow, be a little late, just once. And how you ain’t gonna never be slow? Never be late? You can’t plan for no shit like this man, it’s life." - Avon Barksdale
All it takes is one little push for the dominos to be set in motion. One tiny mistake and your whole operation can be cracked wide open for everyone to see. Maybe it's placing too much trust in the wrong person, or not enough trust in the right person. Perhaps you let something slip to the wrong person at the wrong time. So how do we deal with this?
As stated previously, paranoia does not work retroactively. You must plan ahead. So what can we do?
First, I would highly suggest immediately get Tor and use that as a base for everything that you do related to your illegal/underground/anonymous operations. Second, I also implore you to learn how to tighten up your security in terms of software choice, passwords, etc. Now onto the fun part.
Scenario time.
Bob and Alice decide that they both want to start an illegal operation. They appoint each other as leaders for certain groups for which they are responsible for recruiting new members who themselves will attempt to recruit new members. Bob uses Tor and attempts to make use of multiple cover identities while making sure not to cross contaminate. Alice uses Tor as well and makes use of multiple cover identities, does not cross contaminate, and compartmentalizes. One day, a member in a splinter group headed by Bob's 2nd man disappears suddenly only to reappear some days later. Unfortunately, Bob has not properly compartmentalized and has made his existence known to the members in this splinter group. Eventually Bob is confirmed to be the head of this operation and an investigation is launched. Bob continues to make an appearance in the splinter group's channel and over time leaks enough information to condemn himself. Alice however has indeed properly compartmentalized and is left untouched because she never gave Bob any information that would allow him to rat her out.
Bob goes to prison, and Alice remains free. One little mistake is all it takes.
Section Three - And if it works?
You only do two days - The day you go in, and the day you get out.
You'll know if all of the hard work and time and effort you put into making sure you don't go to prison worked if you don't go to prison. If nothing happens, congratulations, you did it. That's it. You can stop now. No, really. You're done. Carefully remove the masks and cloaks, slip into the shadows, and move on with your life. It's over.
Bob did everything correctly. He planned ahead, took his time, thought things through before executing, and made a ton of cash doing it. He retires his operation, marries Alice, and lives out the rest of his life comfortably. Y'know, not in jail and with a ton of money.
Thank you for reading. No really, thank you. If you have any questions feel free to ask them below or in a private message or over Jabber.
I would also appreciate feedback. I'm sure there are things that I could have explained better, and there is likely something that I left out. If you have any feedback, please give it.
Again, thank you for reading. I hope you learned something new.
Today I'm going to be covering Operational Security (OPSEC) and why it is absolutely crucial. The goal here is to show you guys why you need to actually take this seriously while also keeping this easy to read and understand so that it can be picked up by just about anyone.
I will be dividing this post up into three sections and each of these sections will have detailed explanations followed by scenarios designed to further your understanding of the subject matter. So, without further ado, let's begin.
Section One - Well, what is it?
Paranoia does not work retroactively.
Operational security can be defined as a process by which you identify critical data, analyze (and define) friendly actions, and eliminate or minimize to an acceptable state vulnerabilities in your system that would allow an adversary to access critical data. To break that down (Jargon incoming):
a) Identify the actions and information that can be observed by an adversary
b) Determine what information can be used by an adversary to piece together more information
c) Determine and properly execute specific actions that must be taken in order to eliminate or minimize to an acceptable state the likelihood of an adversary obtaining critical information on your operation.
Translation time (because not everyone understands intelligence/military jargon):
a) What information can be gathered on you already?
b) Which pieces of that information can be used in conjunction with other pieces to determine patterns, preferred procedures, and other pieces of critical operational information?
c) What can you do to make sure they cannot or it be incredibly hard to obtain critical operational information?
Here's a scenario now. I said I wanted to keep this as easy to understand as possible, so I'll keep it simple.
Bob is a freedom fighter. Bob comes home from his menial office job every day at around 5:30 PM and hops on IRC as soon as possible (typically within 30 minutes of being home). To protect himself, Bob uses Tor to connect to the IRC network, however Bob often complains about his job and the weather in his area being so shitty all of the time. Sometimes when the room goes dead, Bob begins asking questions about the other people in the channel like "What is your favorite food?" which he almost always follows up with his own answer. To make matters worse, Bob did not configure his IRC client properly, so when he is whois'd by Alice, she gets his realname (Bob-PC).
Despite Bob using Tor to connect to the IRC network, effectively hiding his home ip address and location, he makes the mistake of saying too much about his work life, personal life, and dietary habits. With this information alongside the information retrieved due to Bob's improper configuration of his IRC client, the search for Bob is now narrowed significantly.
Bob soon realizes this, but it's too late. Critical information that can be used to help identify Bob has been obtained by an adversary (Alice). Paranoia does not work retroactively. You must be actively paranoid in order for this to work. Fortunately, it isn't very hard to be paranoid.
Section Two - But how?
The game is the game. Always.
"See, the thing is you only got to fuck up once. Be a little slow, be a little late, just once. And how you ain’t gonna never be slow? Never be late? You can’t plan for no shit like this man, it’s life." - Avon Barksdale
All it takes is one little push for the dominos to be set in motion. One tiny mistake and your whole operation can be cracked wide open for everyone to see. Maybe it's placing too much trust in the wrong person, or not enough trust in the right person. Perhaps you let something slip to the wrong person at the wrong time. So how do we deal with this?
As stated previously, paranoia does not work retroactively. You must plan ahead. So what can we do?
First, I would highly suggest immediately get Tor and use that as a base for everything that you do related to your illegal/underground/anonymous operations. Second, I also implore you to learn how to tighten up your security in terms of software choice, passwords, etc. Now onto the fun part.
- Set up multiple cover identities. Name, place of residency (country, state, province, etc), date of birth, hobbies, email, facebook, twitter, etc. This takes a lot of practice and an incredible amount of patience to become efficient at. You do this so that if you fuck up, the heat gets thrown at someone who does not exist.
- Have inconsistent hours of operation. Try your best to get on at different times every day and for different lengths of time.
- Never cross contaminate. The cover identity used to create your hacker persona should never come in contact with you or other cover identities. Never do anything illegal from your own home or a location near your home. Not even your cousin's house.
- You should never mix up illegal/underground operations with recreational activity. Always treat this like a business. Take your time and think things through.
- Compartmentalize. Only tell people what they need to know, so if someone gets busted and is turned into a covert witness they can't give up enough information to shut down the operation and it will be very easy to tell when they turn state.
- Most importantly: Shut the fuck up. If you don't say it, they can't use it against you.
Scenario time.
Bob and Alice decide that they both want to start an illegal operation. They appoint each other as leaders for certain groups for which they are responsible for recruiting new members who themselves will attempt to recruit new members. Bob uses Tor and attempts to make use of multiple cover identities while making sure not to cross contaminate. Alice uses Tor as well and makes use of multiple cover identities, does not cross contaminate, and compartmentalizes. One day, a member in a splinter group headed by Bob's 2nd man disappears suddenly only to reappear some days later. Unfortunately, Bob has not properly compartmentalized and has made his existence known to the members in this splinter group. Eventually Bob is confirmed to be the head of this operation and an investigation is launched. Bob continues to make an appearance in the splinter group's channel and over time leaks enough information to condemn himself. Alice however has indeed properly compartmentalized and is left untouched because she never gave Bob any information that would allow him to rat her out.
Bob goes to prison, and Alice remains free. One little mistake is all it takes.
Section Three - And if it works?
You only do two days - The day you go in, and the day you get out.
You'll know if all of the hard work and time and effort you put into making sure you don't go to prison worked if you don't go to prison. If nothing happens, congratulations, you did it. That's it. You can stop now. No, really. You're done. Carefully remove the masks and cloaks, slip into the shadows, and move on with your life. It's over.
Bob did everything correctly. He planned ahead, took his time, thought things through before executing, and made a ton of cash doing it. He retires his operation, marries Alice, and lives out the rest of his life comfortably. Y'know, not in jail and with a ton of money.
Thank you for reading. No really, thank you. If you have any questions feel free to ask them below or in a private message or over Jabber.
I would also appreciate feedback. I'm sure there are things that I could have explained better, and there is likely something that I left out. If you have any feedback, please give it.
Again, thank you for reading. I hope you learned something new.



