Like almost everything else in my life (e.g. marriage, fatherhood), I became a cybersecurity professional with little to no planning. I was happily plodding along with zero direction, and even less qualifications, when an employer required me to get an MCSE in Windows NT.

In a very short time I realised that if I was looking at a computer my boss thought I was working, so being lazy, IT was the career for me! However, I did get bored, so when I received a call about my resume on Monster.com from a start-up cybersecurity company, I jumped at the chance. A little homework showed that security was the place to be in IT, even then, especially when the company consisted almost entirely of incredibly smart ex-NSA types.

This was in 2000.

In the 16 subsequent years I have gone from firewall admin, to managed service manager, to consultant, to manager of consultants, to self-employed. I have loved [almost] every minute of it. The funny thing is though, I have no passion for security per se, I just love helping others fix broken stuff. Especially processes.

There is a LOT of work out there.

So my first piece of advice; decide why you want to be a cybersecurity professional in the first place. If it’s just for the money, move on to something else, you’re not welcome here. Having performed the Keirsey Temperament test on 30-odd security consultants across the globe, it was clear that certain characteristics are dominant in their type (ESTJ). Bottom line; they actually care, and they are:

  • Highly social and community minded;
  • Generous with their time and energy;
  • Hard working; and
  • Friendly and talk easily to others.

That’s not to say others can’t do well (I’m an INTJ for example), but you have to know yourself before you know what aspect of security would suit you best. Follow the money, or choose something for which you are not suited, and you will likely fail.

Then Bear These Things in Mind…

  1. Qualifications: A degree in cybersecurity should not be seen as a pre-requisite, as certifications are almost as much good, and neither of these things can trump experience. Regardless of your qualifications, you will start at the bottom, and there is no better place to learn. Make the most of it.
    o
  2. Specialise or Generalise: You’ll need to decide very quickly which you’re going to be; Specialist, or Generalist. You cannot be both, there are just too many aspects of cybersecurity. Medicine, law, engineering, and a whole host of other careers are the same, you must find what suits you best.
    o
  3. Learn the Basics: Jumping straight into a career in User and Entity Behavior Analytics (UEBA) or Intelligence-Driven Security Operations Center Orchestration Solutions (whatever the hell that is) may be tempting, but you are not doing your career, or more importantly, your clients, any favours. From Confidentiality, Integrity & Availability, to Risk Assessment, Asset Management, to Policy & Procedure, the basics have never, and will never change. Whenever you find yourself stuck, only the basics can give you a clear way forward.
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  4. Choose a Camp: Unfortunately most cybersecurity professionals tend to fall into one of two camps; 1) those focused primarily on Technology, and 2) those focused primarily on People and Process. These are two distinct skill-sets, so know which you are, and make sure you pair up with a counterpart.
    o
  5. Ask for Help: I got where I am without a mentor as such, but I most certainly didn’t get here without a LOT of help. Nor would I be able to stay here without the constant support of my peers. If there’s one thing I love about cybersecurity professionals it’s their generosity and desire to help. So join your local chapter of ISC2, ISACA and / or ISSA and start talking to people.
    Use mentors too if you can, as while I have few regrets in my career path, not having mentor is one of them.

Without question, a career in cybersecurity can be very rewarding, both in personal achievement and financial terms. It can also chew you up and spit you out if you’re not careful.

In the end, cybersecurity will give as much back as you put in, there are no shortcuts.

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A CEO discount is when I offer an organisation a 10% reduction on my consultancy day-rate if they can arrange for a 30 minute, 1-on-1, face-to-face, meeting with the CEO.

Sound like a gimmick? Well, it is partially, I’m trying to run a business, but it’s also extremely beneficial to both sides. Not only that, addresses the most fundamental of all security challenges; management buy-in/support. Continue reading “Why I Offer a ‘CEO Discount’” →

A long time ago, on a career path far far away, I was responsible for the delivery of security consulting services across the EMEA and APAC regions. Even as someone fairly new to a Director level role it was clear that any company not selling cybersecurity through as many external channels as possible would be hard pressed to cover enough ground to achieve significant success.

It was also clear to me that it was the cybersecurity resellers (VARs and the like) who were best placed to cover more ground than any internal team could possible hope to match. Plus, most of the bigger VARs already had potential pipelines hundreds strong because EVERY organisation who has bought security relevant equipment is a target for security relevant consulting. They may not know it or even want it, but they will at least understand why they were approached.

The only problem was that not one VAR gave a damn, and the main reasons were two-fold;

  1. Consulting cannot be commoditised – VARs are generally ‘box shifters’, they sell a piece of equipment at a profit and move on. Selling consulting of any sort is a significant learning curve, an investment of effort no VAR was prepared to make; and
    o
  2. Not enough margin – VARs are used to significant margins on hardware, there’s not much wiggle-room in the world of consulting. Especially in the hugely price-compressed world of QSAs/PCI for example.

Both of these are fair points, and there are challenges that I have not mentioned. There are also undoubtedly others of which I am not even aware, but I still think VARs have missed an enormous opportunity. Assuming of course they actually have their client’s best interests at heart.

When a security consultant performs a gap analysis they will cover almost every aspect of a cybersecurity program, including the security controls in place. From network devices and servers, to more ethereal products like data loss prevention (DLP) and web application firewalls (WAF), to software like anti-virus, file integrity monitoring (FIM) and encryption. All controls are examined in turn, gaps documented, and an acceptable remediation plan agreed with the client.

What you now have is a laundry list of EVERYTHING the customer needs to properly manage their security program. There is no way a VAR would ever have been able to cross-sell / up-sell to that extent. Even salespeople working at security consulting companies rarely have this kind of insight! A good consultant can expose opportunity like no VAR in the history of VARing.

No, I am not suggesting that VARs hire security consultants to help sell technology the client doesn’t need, and in fact, there are times when a consultant will prevent a client from buying technology for which the client simply has no use or cannot possibly manage. What I am saying is that most organisations want to buy from a trusted vendor, but rarely know the right questions to ask. Too often the end up with what they asked for, not what they needed. VARs will not know the difference, a consultant will.

The fact remains that all organisations who don’t have in-house expertise need help at some stage; A network administrator can install and manage a firewall, but it takes a security expert to optimise the architecture based on the business processes. A SIEM administrator can import logs and generate alerts, but it take a security expert to optimise the output to incident response. And so on.

It’s the VARs who help their clients manage not only their technology needs, but their business needs who will truly make a difference. And a lot more money.

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I’m sure that in an earlier blog I stated that I would never use this medium to promote a vendor or specific product. I cannot find that quote so it clearly didn’t happen, and seeing as this promo is for something that’s actually not-for-profit, I don’t feel like a complete sell-out.

An analogy is defined as; “a comparison between one thing and another, typically for the purpose of explanation or clarification.” and as such is an incredibly powerful tool to provide a necessary context to understand something for which we have limited knowledge or experience. For example, the immortal (well, except for his death and all that) Douglas Adams used what to me was the funniest analogy of all time;

“The ships hung in the sky in much the same way that bricks don’t.”

I have used analogies through my blogs and my career, and frankly, any ‘security expert’ who DOESN’T use them is likely a poor consultant, or just starting out. Too many of us are horribly guilty of the Curse of Knowledge, and end up blaming our clients for what, in the end, can only be our deficiencies.

In a conversation with Bruce Hallas, the founder and passionate driving force behind The Analogies Project, it was not surprising that two famous quotes from Einstein were used to perfectly summarise the issues faced by those giving, and those trying to receive, InfoSec services:

  1. “Insanity: doing the same thing over and over again and expecting different results.”, and;
  2. “If you can’t explain it simply, you don’t understand it well enough.”

And on further reflection, there’s this one that I have always loved by Alan Greenspan; “I know you think you understand what you thought I said, but I’m not sure you realize that what you heard is not what I meant.”

Any guidance we provide to our clients on information security is only as good as what is understood and retained. Imparted knowledge is meaningless without the listener’s understanding of it (knowledge = seeds, understanding = ploughed field, ooooh an analogy!!).  I have long maintained that the ultimate consultant is one who teaches, and there are no great teachers who do not take their audience’s individuality into account. You don’t explain where babies come from the same way to your 5 year old child as you would your teenager would you?

Yes, your client must WANT to learn in the first place, and the constant fight against the lack of security culture is not something we can fix by ourselves, but I firmly believe that a change in culture can only come with a true understanding of the benefits, and that will never be a one-size-fits-all, even within the same organisation.

This is where The Analogies Project could truly shine. Having an analogy for a risk assessment is one thing, but having a series of analogies for Receptionists, the C-level, and everyone one in between, broken down by personal interest or sector applicability and so on, will provide usable experience to everyone. Giver and receiver.

I am signing on as a contributor and will be mentioning The Analogies Project in all of my subsequent training or InfoSec presentations (ISC2, ISACA, ISSA etc.), I urge you to do the same;

Go here to begin; https://theanalogiesproject.org/contact-us/

 

 

[This article is based loosely on the Dunning-Kruger Effect.]

Have you ever been part of a meeting where someone whom you suspect has no idea what they are talking about, is actually the one controlling the meeting’s outcome? Or the opposite; been part of a meeting where you KNOW someone in the room is an expert on the relevant subject, yet remains quiet? Now combine the two; the expert stays quiet while the idiot rambles on.

I’m sure at some point I’ve been both, and if I’m honest, mostly the idiot.

One of the many aspects of human nature is our susceptibility to bow to confidence. Con artists and organised religions alike (but I repeat myself) have preyed on this for millennia. Politicians, emperors, dictators, cult leaders, you name it, all have the ability to make us believe utter nonsense. We are invariably less influenced by what is said, than how it’s said, and by whom.

“Those who can make you believe absurdities can make you commit atrocities.”
– Voltaire

The opposite aspect of this is that even if you are an expert on something, if you aren’t confident in your presentation, your knowledge and skill may be of little impact. Potentially, even if you did speak up, your hesitant manner would negate your audience’s trust in your message. That’s if they were even listening in the first place.

Yet another aspect of human nature is that we really don’t care about other people’s opinions. We are either pleased when people agree with us, or we’ll debate, argue, even fight with those who don’t. Our tolerance for alternative opinions, was well as our ability to adjust our own, only gets worse as we get older. We spend our lives surrounding ourselves with things that make us comfortable, all of which do nothing but reinforce our established beliefs.

I have long been a proponent of self-reflection. The ability to take an objective-as-possible look at yourself, maybe even from another’s perspective, is critical in being able to adapt to whatever the world throws at you. From my experience, there is a direct correlation between the ability to self-reflect and the ability to accept responsibility for both your life, and your actions.

Blaming others is a form of blind-faith, it suggests an infallibility that can never exist. Both experts and idiots are affected equally on this point, both negatively.

The lines between confidence and arrogance, faith and stubbornness, mentorship and patronisation are all blurry, and entirely dependent on the recipient’s perception, not the deliverer’s intent.  Self reflection / observation is the only way you can adapt to the person(s) opposite you, and without that adaptation your own needs will not be met. At least not in full.

While being aware of your tendencies does not equate to an ability to make immediate adjustments (as I know very well), we all have to start somewhere. Whether you’re an expert or an idiot, everything you do is in some way contextualised by those around you. It’s up to you to maximise your impact in a beneficial way.

In your personal life, do as you wish, but at work you are beholden to someone; employer, stockholders, customers, or just your immediate team. Neither the humble expert nor the confident idiot are any good to anyone.

Including yourself.

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