Interviewed for the “What It’s Like” Series for CSOOnline

Posted November 23rd, 2010 by

Joan Goodchild interviewed me about some of my experiences in the big sandbox and how I was good enough at avoiding IEDs to make it there and home again–an abstract form of risk management. Go check it out.  And while you’re on the subject or for visuals to go along with the story, check out my Afghanistan set on Flickr, a random set of them are below….



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Working with Interpreters, a Risk Manager’s Guide

Posted June 3rd, 2009 by

So how does the Guerilla-CISO staff communicate with the locals on jaunts to foreign lands such as Deleware, New Jersey, and Afghanistan?  The answer is simple, we use interpreters, known in infantrese as “terps”.  Yes, you might not trust them deep down inside because they harbor all kinds of loyalties so complex that you can spend the rest of your life figuring out, but you can’t do the job without them.

But in remembering how we used our interpreters, I’m reminded of some basic concepts that might be transferable to the IT security and risk management world.  Or maybe not, at least kick back and enjoy the storytelling while it’s free. =)

Know When to Treat Them Like Mushrooms: And by that, we mean “keep them in the dark and feed them bullsh*t”.  What really mean is to tell potentially adversarial people that you’re working with the least amount of information that they need to do their job in order to limit the frequency and impact of them doing something nasty.  When you’re planning a patrol, the worst way to ruin your week is to tell the terps when you’re leaving and where you’re going.  That way, they can call their Taliban friends when you’re not looking and they’ll have a surprise waiting for you.  No, it won’t be a birthday cake.  The way I would get a terp is that one would be assigned to me by our battalion staff and the night before the patrol I would tell the specific terp that we were leaving in the morning, give them a time that I would come by to check up on them, and that they would need to bring enough gear for 5 days.  Before they got into my vehicles and we rolled away, I would look through their gear to make sure they didn’t have any kind of communications device (radio or telephone) to let their buddies know where we were at.

Fudge the Schedule to Minimize Project Risk: Terps–even the good ones–are notorious for being on “local time”, which for a patrol means one hour later than you told them you were leaving.  The good part about this is that it’s way better than true local time, which has a margin of error of a week and a half.  In order to keep from being late, always tell the terps when you’ll need them an hour and a half before you really do, then check up on them every half hour or so.  Out on patrol, I would cut that margin down to half an hour because they didn’t have all the typical distractions to make them late.

Talk Slowly, Avoid Complex Sentences: The first skill to learn when using terps is to say things that their understanding of English can handle.  When they’re doing their job for you, simple sentences works best.  I know I’m walking down the road of heresy, but this is where quantitative risk assessment done poorly doesn’t work for me because now I something that’s entirely too complex to interpret to the non-IT crowd.  In fact, it probably is worse than no risk assessment at all because it comes accross as “consultantspeak” with no tangible link back to reality.

Put Your Resources Where the Greatest Risk Is: To a vehicle patrol out in the desert, most of the action happens at the front of the patrol.  That’s where you need a terp.  That way, the small stuff, such as asking a local farmer to move his goats and sheep out of the road so you can drive through, stays small–without a terp up front, a 2-minute conversation becomes 15 minutes of hassle as you first have to get the terp up to the front of the patrol then tell them what’s going on.

Pigs, Chicken, and Roadside Bombs: We all know the story about how in the eggs and bacon breakfast, the chicken is a participant but the pig is committed.  Well, when I go on a patrol with a terp, I want them to be committed.  That means riding in the front vehicle with me.  It’s my “poison pill” defense in knowing that if my terp tipped off the Taliban and they blow up the lead vehicle with me in it, at least they would also get the terp.  A little bit of risk-sharing in a venture goes a long way at getting honesty out of people.

Share Risk in a Culturally-Acceptable Way: Our terps would balk at the idea of riding in the front vehicle most of the time.  I don’t blame them, it’s the vehicle most likely to be turned into 2 tons of slag metal thanks to pressure plates hooked up to IEDs.  The typical American response is something along the lines of “It’s your country, you’re riding up front with me so if I get blown up, you do to”.  Yes, I share that ideal, but the Afghanis don’t understand country loyalties, the only thing they understand is their tribe, their village, and their family.  The Guerilla-CISO method here is to get down inside their heads by saying “Come ride with me, if we die, we die together like brothers”.  You’re saying the same thing basically but you’re framing it in a cultural context that they can’t say no to.

Reward People Willing to Embrace Your Risks: One of the ways that I was effective in dealing with the terps was that I would check in occassionally to see if they were doing alright during down-time from missions.  They would show me some Bollywood movies dubbed into Pashto, I would give them fatty American foods (Little Debbie FTW!).  They would play their music.  I would make fun of their music and amaze them because they never figured out how I knew that the song had drums, a stringed instrument, and somebody singing (hey, all their favorite songs have that).  They would share their “foot bread” (the bread is stamped flat by people walking on it before it’s cooked, I was too scared to ask if they washed their feet first) with me.  I would teach them how to say “Barbara (their assignment scheduler back on an airbase) was a <censored> for putting them out in the middle of nowhere on this assignment” and other savory phrases.  These forays weren’t for my own enjoyment, but to build rapport with the terps so that they would understand when I would give them some risk management love, Guerilla-CISO style.

Police, Afghan Army and an Interpreter photo by ME!.  The guy in the baseball cap and glasses is one of the best terps I ever worked with.



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What’s Missing in the way the Government does Security?

Posted December 16th, 2008 by

I love transition time.  We get all sorts of strange people who come in, issue their letters on how they think the Government can solve the major cybersecurity issues for both the Government’s IT systems and for the rest of the US as a whole.  And then, they all leave.

Nobody actually implements the suggestions because it takes time, effort, and money to get them done, and all that anybody ever wants to give is talk.  Talk is cheap, security is not.

Many years ago when I became an infantryman, our guest speaker at graduation made one of the most profound statements that I remember over 8 years later: “Infantrymen vote with their feet”. In other words, we’re doers, not talkers, and at one point in our lives we decided that something was important enough to give up 4 years of our lives, maybe more, for this cause.  Even Colonel Davy Crockett after he lost re-election to the House of Representatives wrote “I told the people of my district that I would serve them as faithfully as I had done; but if not … you may all go to hell, and I will go to Texas.”  He died less than 3 years later at the Alamo.  That, ladies and gentlemen, is how you vote with your feet.

My personal belief is that the primary problem the Government has with security (on both sides of the InfoSec Equities Issue) is that there is a lack of skilled security practitioners upon which to draw from.  If you think about everything we’ve done to date, it’s almost always a way of compensating for our lack of skilled people:

  • Reducing security to a bunch of checklists
  • Providing templates to non-security staff
  • Automation wherever possible
  • “Importing” non-security specialists such as accountants and technical writers in security roles
  • Building a “Franchise Kit” upon which to base a security program
  • Reserving key decisions for trained security staff

As an industry, we have failed (at least in the public sector) at generating people with the skills to do the job.

And in light of this, my challenge to you:  have a good idea and think you know how to solve the information security?  Yes, we need those, but what we really need are IT security infantrymen who are willing to be doers instead of talkers.  To answer the title of my blog post, the thing that the Government is missing is you.

Infantry Action Photo by Army.mil

So how can you help?  I know moving to DC is a bit of a stretch for most of you to do.  This is a short list of ideas what you can do:

  • Learn how the Government secures systems: don’t just dismiss outright what people in DC are doing because conventional wisdom says that it is failing miserably, and don’t listen to people who do the same.
  • Actively recruitment of techies to “embrace the dark side” and become security people:  We need more technically-savvy security people.
  • Answer the call from DHS when it comes: living in DC is isolating from the rest of the world and all fo the good ideas that are out there.  Maybe you have a phenomenal microstrategy on how to secure IT.  They/we need to know them.  The Government cannot succeed at securing cyberspace (whatever your interpretation of that phrase means) without input from the private sector.
  • Don’t engage the Government only when there’s money in it for you. ~$8B is a ton of money, but if you’re doing your job right as a vendor, you’re solving their problems as a first priority, not a second.
  • Build a better education system for security staff and make better career paths to get people from the technical disciplines into security.


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Been There, Done That, Took Lots of Photos

Posted November 11th, 2008 by

It’s not a big secret: in 2004 and 2005, I took a “yearlong Government-funded sabbatical to South-West Asia” also known as “I got activated with the National Guard and went to Afghanistan”.

Anyway, since it’s Veteran’s Day and all of that, feel free to peruse my photo collection on Flickr.



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Guerilla CISO Tip for Auditors: Be an “Observer-Controller”

Posted April 24th, 2008 by

The US Army occassionally does things right.

Well, one of the things that they do right is training. Our training process for squad and above is mostly focused around the Observer-Controller (OC) and their value proposition (my MBA word for the day, TYVM). Whenever you are training, there is an OC tagging right along with you to assess what and why you are doing something and then make recommendations at the end.

OCs Having a BBQ 

Observer-Controllers hard at work, photo by David Axe

What an OC brings with them (aside from their 31337 BBQ Ski11z):

  • Experience of having seen the same task done hundreds of times with various groups.
  • A strong understanding of the doctrinally-correct way to do a task.
  • Techniques to fill out where doctrine is not specific enough.
  • Sometimes they have pre-written standard operating procedures that they will share with you.

What an OC will never do:

  • Use you resources to support themselves.
  • Own the solution space for you.
  • Criticize you in front of your troops.
  • Interfere with your ability to do your mission.

Hmmm, sounds like the things that a good auditor does.

Auditors are in a fantastic position to help the auditee because of the wide range of experience in how other companies have been doing the exact same thing that you are doing.  Point is, there is a level of collusion that needs to happen between the auditor and the auditee, and the extent of that collusion is really what we’re talking about when we start looking at Separation of Duties and similar things.

Over the years, auditors and auditees have had the nature of their relationship change numerous times. Around the time of Sarbanes-Oxley, the pendulum swung wildly the way of “no relationship no how” and now it’s slowly moving back to somewhere normal. Here’s a podcast with Michael Oxley talking about how auditors need to collude better with the auditee.  Disclaimer:  this is part of a series that is produced by my firm, but I had no part in this, Mkay?

Here in DC, we have a saying (Ok, I made it up my own self):  “Collusion is not just a technique, it’s THE technique.”  =)



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Oooh, DITSCAP to DIACAP is SOOO Hard

Posted April 9th, 2008 by

Very nice article in Military Information Technology Magazine (Online edition in case you couldn’t figure it out) about the DITSCAP to DIACAP transition.

Just looking at the concepts behind DIACAP, they’re very sound.  In some places, the article whines a bit too much.  Me, I’m glad to see DITSCAP go the way of the flesh in favor of risk registers and sharing of risk information with “business partners”.

My favorite quote this week:

“The services face a number of other challenges in implementing DIACAP, not least of which is what Lundgren called ‘significant cultural issue’ in moving from the ‘paperwork drill’ characteristic of DITSCAP, to DIACAP, ‘where you’re expected to actually go out and do the testing.'”

How can that NOT be a good thing?

Some other good quotes in the article and my random thoughts:

“Training and education of personnel is another concern faced by DoD components, according to King. ‘They must make sure they have a cadre of information assurance professionals who are in full understanding of what DIACAP is and how it differs from DITSCAP,’ he said. ‘This includes the complete realm of IA professionals, including principle certification and accreditation personnel to program managers and IA managers. There is a significant training and education tail that need to be accomplished for DIACAP to be properly implemented.'”

Well, to be very honest, I think that this was a problem with DITSCAP, is a problem with NIST 800-37, and will continue to be a problem until I work myself out of a job because everybody in the government understands risk management.

“This is going to save money and time because it allows capabilities to be put out to the field without having to be certified and accredited three or four times.”

That’s a happy thing.  Wait until DoD figures out how to do common controls, then they’ll find out how to save scads of money.

Now want to know the secret to why DIACAP will succeed?  This is a bit of brilliance that needs to be pointed out.  DIACAP became the standard in late 2007 after the DoD watched the civilian agencies go through 5 years of FISMA implementation and were able to steal the best parts and ignore the bad parts.

Future state:  civilian agencies borrowing some of the DIACAP details, like scorecards and eMASS.

Future state:  merging of DIACAP, DCID 6/3, and SP 800-37.

Future state:  adoption of the “one standard to rule them all” by anybody who trades data with the Government.



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