How to Get a Job in Information Security

Don Parker at SecurityFocus has an article called Skills for the Future about how to get a job in information security. He outlines one path, and while I don’t deny it’s a good one, and probably the most common, it’s not the only way, either.

There are quite a few different areas of specialization within information security. The one people most often think of is the network security specialist — someone familiar with configuring firewalls, network intrusion detection systems, routers, and distributed defense mechanisms like anti-virus and patch management. These people are primarily charged with securing the perimeter.

However, there are others. I’ve made my career mostly in application security — studying how to develop software to be secure, so that even if perimeter defenses fail and an attacker can interact with an application, they’re unable to take control of it. This requires different skills than the network security path — specifically, it’s important to know several programming languages, have a background in software engineering, and be familiar with how application exploits are constructed (stack buffer overflows, heap overflows, pointer arithmetic issues, command injection, cross-site scripting, etc.) and the various defenses that exist against them (both coding techniques and tools like DEP/NX, GS, ASLR, SAL, etc.)

Other specializations in security include compliance auditing and penetration testing. Compliance auditing is less technical, and involves ensuring that internal controls match up with various regulatory and industry requirements, but often those requirements are security-focused. With recent regulations like SOX and industry standards like PCI DSS, there’s an amazing amount of demand for compliance auditors. Penetration testing is often seen as the most “glamorous” of information security jobs, as it essentially amounts to being hired by companies to hack into them. It requires a very broad array of security knowledge, since the best way into a system is wherever the system is weakest — sometimes this will be network security, other times application security, and other times the people operating and configuring the system. Thus, flexibility is key. However, due to the “mystique” of penetration testing, there are more people who want to be pentesters than are qualified for the job, and more people qualified for it than there is demand for it, so it’s not a very good entry point for the security industry.

There is one thing that is important to success in the information security industry — what I call the “security mindset.” You have to be the sort of person who, when you look at a system, thinks about what’s wrong with it. In my experience, some people have just always thought this way, and some people never do. For example, in The Art of the Steal, Frank Abagnale mentions a man who happened to share a name with a notorious drug dealer. As a result, he had to carry a letter from the Department of State to show to airport security whenever he tried to fly internationally, as his name would come up on every imaginable no-fly list as someone to be detained. What do you think of when you hear this story?

For me, the immediate thought was, “Oh, so if I were wanted by police and needed to flee the country, I could just forge a letter from the Department of State saying that I was not really the wanted criminal who happened to share my name. It’d be easy enough to find out the name of some undersecretary in the State Department and get a copy of their signature. If you wanted to be really authentic, you could also buy a phone and give it to a friend who would impersonate the State Department for you, preferably one with a fax machine in case they ask for any corroborating documentation. Of course, you’d best use a prepaid cell phone so your friend doesn’t get caught, either.” It’s just how security people think — we look at a system or a countermeasure, and see how it goes wrong, and what bad assumptions the system makes. This is important because the attackers think the same way — if we can think of a weakness, they can, too, so it’s important to shore up those weaknesses. Software testers often have the same mindset — it helps them find bugs, by finding the things developers didn’t think of.

So, if you want to get into security, and you aren’t right now, what do you do? There are a few preparatory steps:

After that? If you really want an information security job, you really have to focus in that direction. Once you have a couple of years of experience in a related field, don’t keep taking jobs in that field — look for security jobs. If you’re not in a major metropolitan area, this can be difficult. However, I know from experience that I spent far too much time in general development jobs with a little bit of security exposure when what I wanted to do was full-time security work. I would try to get security-related assignments, doing security testing and fixing security bugs, but there’s only so much security experience you can get when it’s not your main focus, and prospective employers know this. What launched my security career was being willing to jump into an IT security job even when it was in a less desirable area for me (network & infrastructure, when my specialization was development) and involved a substantial pay cut. What that first job is doesn’t matter that much — once you’re there, you’ve gone from a person who wants to be in information security to being an “IT security professional.” It’s easier to move around to the job you want once you have a foot in the door. Remember, in the modern technology industry people often don’t stay in a job for more than 12-18 months; it’s not a lifetime commitment to take a less-than-ideal job.

Many people ask about certifications and their importance to a security career. I would say that the CISSP is vital — many employers use it as a quick check of if you’re a “real” security person. However, beyond that, there are many things that can be useful, but that experience can substitute for. I do see some value to the following:

I think that the technical certifications are very helpful for getting initial jobs, especially since they don’t have experience requirements like the CISSP. However, they do have a useful life — once you’re making $100,000 per year or more, no one will ever ask, or care, if you have an MCITP, MCPD, or SCJP. They show technical knowledge if people don’t have any other way to know if you have it — but a long career in IT or development will show technical knowledge even better.

The most important thing is to be good at more than one thing. Security is a broad field by its nature — attackers go for the weakest point in the chain. There’s a larger market for security generalists than specialists in any one area, and even the specialists need to have a general background. If all you can do is firewalls, you’re competing for a smaller pool of jobs than if you can do firewalls, but also UNIX or Windows sysadmin work, or programming.

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