Cracking the Hacker Mindset


  • Understanding the enemy
  • Profiling hackers and malicious users
  • Understanding why hackers do what they do
  • Examining how hackers go about their business

Before you start assessing the security of your systems, it’s good to know a few things about the people you’re up against. Many security product vendors and security professionals claim that you should protect all of your systems from the bad guys — both internal and external. But what does this mean? How do you know how these people think and execute their attacks?

Knowing what hackers and malicious users want helps you understand how they work. Understanding how they work helps you look at your information systems in a whole new way. I describe the challenges you face from the people who actually do the misdeeds, as well as their motivations and methods. This understanding better prepares you for your security tests.

What You’re Up Against

Thanks to sensationalism in the media, public perception of hacker has transformed from harmless tinkerer to malicious criminal. Nevertheless, hackers often state that the public misunderstands them, which is mostly true. It’s easy to prejudge what you don’t understand. Unfortunately, many hacker stereotypes are based on misunderstanding rather than fact, and that misunderstanding fuels a constant debate.

Hackers can be classified by both their abilities and their underlying motivations. Some are skilled, and their motivations are benign; they’re merely seeking more knowledge. Still, other hackers may have malicious intent and seek some form of personal, political, or economic gain. Unfortunately, the negative aspects of hacking usually overshadow the positive aspects and promote the negative stereotypes.

Image result for Anonymous mask vector poster illustration


Historically, hackers hacked for the pursuit of knowledge and the thrill of the challenge. Script kiddies (hacker wannabes with limited skills) aside, traditional hackers are adventurous and innovative thinkers who are always devising new ways to exploit computer vulnerabilities.

Hackers see what others often overlook. They’re very inquisitive and have good situational awareness. They wonder what would happen if a cable was unplugged, a switch was flipped, or lines of code were changed in a program. They do these things and then notice what happens. These old-school hackers are like Tim “The Tool Man” Taylor — Tim Allen’s character on the classic sitcom Home Improvement — thinking that they can improve electronic and mechanical devices by “rewiring them.”

When they were growing up, hackers’ rivals were monsters and villains on video game screens. Now hackers see their electronic foes as only that: electronic. Hackers who perform malicious acts don’t really think about the fact that human beings are behind the firewalls, wireless networks, and web applications they’re attacking.

They ignore the fact that their actions often affect those human beings in negative ways, such as jeopardizing their job security and putting their personal safety at risk. Government-backed hacking? Well, that’s a different story, as those hackers are making calculated decisions to do these things.

On the flip side, odds are good that you have at least a few employees, contractors, interns, or consultants who intend to compromise sensitive information on your network for malicious purposes. These people don’t hack in the way that people normally suppose. Instead, they root around in files on server shares; delve into databases they know they shouldn’t be in; and sometimes steal, modify, and delete sensitive information to which they have access. ‘

This behavior can be very hard to detect, especially given the widespread belief among management that users can and should be trusted to do the right things. This activity is perpetuated if these users passed their criminal background and credit checks before they were hired.

Past behavior is often the best predictor of future behavior, but just because someone has a clean record and authorization to access sensitive systems doesn’t mean that he or she won’t do anything bad. Criminal behavior has to start somewhere!


 As negative as breaking into computer systems often can be, hackers and researchers play key roles in the advancement of technology

In a world without these people, odds are good that the latest intrusion prevention technology, data loss prevention (DLP), or vulnerability scanning and exploit tools would likely be different, if they existed at all. Such a world might not be bad, but technology does keep security professionals employed and the field moving forward. Unfortunately, the technical security solutions can’t ward off all malicious attacks and unauthorized use, because hackers and (sometimes) malicious users are usually a few steps ahead of the technology designed to protect against their wayward actions.

However you view the stereotypical hacker or malicious user, one thing is certain: Somebody will always try to take down your computer systems and compromise information by poking and prodding where he or she shouldn’t, through denial of service (DoS) attacks or by creating and launching malware. You must take the appropriate steps to protect your systems against this kind of intrusion.


Malicious attackers often think and work like thieves, kidnappers, and other organized criminals you hear about in the news every day. The smart ones devise ways to fly under the radar and exploit even the smallest weaknesses that lead them to their targets. Following are examples of how hackers and malicious users think and work.

This list isn’t intended to highlight specific exploits that I cover or tests that I recommend you carry out, but it demonstrates the context and approach of a malicious mindset:

  • Evading an intrusion prevention system by changing the MAC or IP address every few minutes (or packets) to get farther into a network without being blocked.
  • Exploiting a physical security weakness by being aware of offices that have already been cleaned by the cleaning crew and are unoccupied (and, thus, easy to access with little chance of getting caught). Such a weakness might be made obvious by, for example, the fact that the office blinds are opened and the curtains are pulled shut in the early morning.
  • Bypassing web access controls by elevating their privileges via a vulnerable web page, the application’s login mechanism, or a vulnerable password reset process.
  • Using unauthorized software that would otherwise be blocked at the firewall by changing the default TCP port on which it runs.
  • Setting up a wireless “evil twin” near a local Wi-Fi hotspot to entice unsuspecting Internet surfers onto a rogue network, where their information can be captured and easily manipulated.
  • Using an overly trusting colleague’s user ID and password to gain access to sensitive information that they’d otherwise be highly unlikely to obtain which could then be used for ill-gotten gains.
  • Unplugging the power cord or Ethernet connection to a networked security camera that monitors access to the computer room or other sensitive areas and subsequently gaining unmonitored system access.
  • Performing SQL injection or password cracking against a website via a neighbor’s unprotected wireless network to hide the malicious user’s own identity.

Malicious hackers operate in countless ways, and this list presents only a small number of the techniques hackers may use. IT and security professionals need to think and work this way to find security vulnerabilities that may not otherwise be uncovered.

Who Breaks into Computer Systems

Computer hackers have been around for decades. Since the Internet became widely used in the 1990s, the mainstream public has started to hear more about hacking. Certain hackers, such as John Draper (also known as Captain Crunch) and Kevin Mitnick, are well known. Many more unknown hackers are looking to make names for themselves, and they’re the ones you have to look out for.

In a world of black and white, describing the typical hacker is easy. The historical stereotype of a hacker is an antisocial, pimply teenage boy. But the world has many shades of gray, and many types of people do the hacking. Hackers are unique people, so a profile is hard to outline. The best broad description of hackers is that all hackers aren’t equal. Each hacker has unique motives, methods, and skills.


Hacker skill levels

Hacker skill levels fall into three general categories

  1. Script kiddies

These hackers are computer novices who take advantage of the exploit tools, vulnerability scanners, and documentation available free on the Internet but who don’t have any real knowledge of what’s going on behind the scenes. They know just enough to cause you headaches but typically are very sloppy in their actions, leaving all sorts of digital fingerprints behind. Even though these guys are often the stereotypical hackers that you hear about in the news media, they need only minimal skills to carry out their attacks.

     2. Criminal hackers

Often referred to as crackers, these hackers are skilled criminal experts who write some of the hacking tools, including the scripts and other programs that the script kiddies and security professionals use. These folks also write malware to carry out their exploits from the other side of the world. They can break into networks and computers and cover their tracks. They can even make it look as though someone else hacked their victims’ systems. Sometimes, people with ill intent may not be doing what’s considered to be hacking; nevertheless, they’re abusing their privileges or somehow gaining unauthorized access.

Advanced hackers are often members of collectives that prefer to remain nameless. These hackers are very secretive, sharing information with their subordinates (lower-ranked hackers in the collectives) only when they deem those subordinates to be worthy.

Typically, for lower ranked hackers to be considered worthy, they must possess unique information or take the gang-like approach by proving themselves through a high-profile hack. These hackers are some of your worst enemies in IT. (Okay, maybe they’re not as bad as untrained and careless users, but they’re close. They do go hand in hand, after all!) By understanding criminal hacker behavior, you’re simply being proactive, finding problems before they become problems.

   3. Security researchers

These people are highly technical, publicly known security experts who not only monitor and track computer, network, and application vulnerabilities, but also write tools and other code to exploit them. If these guys didn’t exist, security professionals wouldn’t have much in the way of open-source and even certain commercial security testing tools.


 Hackers can be good (white-hat) and bad (black-hat) hackers.

Gray-hat hackers are a little bit of both. There are also blue-hat hackers, whom software developers invite to find security flaws in their systems.

A study from the Black Hat security conference found that everyday IT professionals even engage in malicious and criminal activity against others. And people wonder why IT doesn’t get the respect it deserves!

Regardless of age and complexion, hackers possess curiosity, bravado, and often very sharp minds.

Hacker motivations

Perhaps more important than a hacker’s skill level is his or her motivation. The following groups of hackers have different motivations:

  • Hacktivists: These hackers try to disseminate political or social messages through their work. A hacktivist wants to raise public awareness of an issue but wants to remain anonymous. In many situations, these hackers try to take you down if you express a view that’s contrary to theirs. Examples of hacktivism are the websites that were defaced by the “Free Kevin” messages that promoted freeing Kevin Mitnick, who was in prison for his famous hacking escapades. Others cases of hacktivism include messages about legalized drugs, antiwar protests, wealth envy, big corporations, and just about any other social and political issue you can think of.
  • Terrorists: Terrorists (both organized and unorganized, often backed by government agencies) attack corporate or government computers and public utility infrastructures, such as power grids and air-traffic control towers. They crash critical systems, steal classified data, and/or expose the personal information of government employees. Countries take the threats that these terrorists pose so seriously that many mandate information security controls in crucial industries, such as the power industry, to protect essential systems from these attacks.
  • Hackers for hire: These hackers are part of organized crime on the Internet. Many of these hackers hire out themselves or their DoScreating botnets for money — lots of it!

Criminal hackers are in the minority, so don’t think that you’re up against millions of these villains.

Like the email spam kings of the world, many members of collectives prefer to remain nameless; the nefarious acts are carried out by a small number of criminals. Many other hackers just love to tinker and only seek knowledge of how computer systems work. One of your greatest threats works inside your building and has an access badge to the building, a network account, and hair on top, so don’t discount the insider threat.

Why They Do It

Hackers hack because they can. Period. Okay, the reason goes a little deeper. Hacking is a hobby for some hackers; they hack just to see what they can and can’t break into, usually testing only their own systems. These folks aren’t the ones I write about. Instead, I focus on those hackers who are obsessive about gaining notoriety or defeating computer systems and those who have criminal intentions.

Many hackers get a kick out of outsmarting corporate and government IT and security administrators. They thrive on making headlines and being notorious. Defeating an entity or possessing knowledge that few other people have makes them feel better about themselves, building their selfesteem. Many of these hackers feed off the instant gratification of exploiting a computer system. They become obsessed with this feeling. Some hackers can’t resist the adrenaline rush they get from breaking into someone else’s systems. Often, the more difficult the job is, the greater the thrill is for


It’s a bit ironic, given their collective tendencies, but hackers often promote individualism — or at least the decentralization of information — because many of them believe that all information should be free. They think that their attacks are different from attacks in the real world. Hackers may ignore or misunderstand their victims and the consequences of hacking. They don’t think about the long-term effects of the choices they’re making today. Many hackers say that they don’t intend to harm or profit through their bad deeds, and this belief helps them justify their work. Others don’t look for tangible payoffs; just proving a point is often a sufficient reward for them. The word sociopath comes to mind when describing many such


The knowledge that malicious attackers gain and the self-esteem boost that comes from successful hacking may become an addiction and a way of life. Some attackers want to make your life miserable, and others simply want to be seen or heard. Some common motives are revenge, bragging rights, curiosity, boredom, challenge, vandalism, theft for financial gain, sabotage, blackmail, extortion, corporate espionage, and just generally speaking out against “the man.” Hackers regularly cite these motives to explain their behavior, but they tend to cite these motivations more commonly during difficult economic conditions.

Malicious users inside your network may be looking to gain information to help them with personal financial problems, to give them a leg up on a competitor, to seek revenge on their employers, to satisfy their curiosity, or to relieve boredom.


 Many business owners and managers — even some network and security administrators — believe that they don’t have anything that a hacker wants or that hackers can’t do much damage if they break in.

These beliefs are sorely mistaken. This dismissive kind of thinking helps support the bad guys and promote their objectives. Hackers can compromise a seemingly unimportant system to access the network and use it as a launching pad for attacks on other systems, and many people would be none the wiser because they don’t have the proper controls to prevent and detect malicious use.

Hackers often hack simply because they can. Some hackers go for highprofile systems, but hacking into anyone’s system helps them fit into hacker circles. Hackers exploit many people’s false sense of security and go for almost any system they think they can compromise. Electronic information can be in more than one place at the same time, so if hackers merely copy information from the systems they break into, it’s tough to prove that hackers possess that information, and it’s impossible to get the information back.

Similarly, hackers know that a simple defaced web page — however easily attacked — isn’t good for someone else’s business. It often takes a largescale data breach or an email phishing attack that spawns the unauthorized wire transfer of a large sum of money to get the attention of business executives. But hacked sites can often persuade management and other nonbelievers to address information threats and vulnerabilities.

Many recent studies have revealed that most security flaws are basic in nature, which is exactly what I see in my security assessments. I call these basic flaws the low-hanging fruit of the network, just waiting to be exploited.

Computer breaches continue to get easier to execute yet harder to prevent for several reasons:

  •  Widespread use of networks and Internet connectivity.
  • Anonymity provided by computer systems on the Internet and often on internal networks (because proper and effective logging, monitoring, and alerting rarely take place).
  • Greater number and availability of hacking tools.
  • Large number of open wireless networks that help criminals cover their tracks.
  • Greater complexity of networks and codebases in the applications and databases being developed today.
  • Naïve yet computer-savvy children who are eager to give up privacy (which they’ve never experienced) for free stuff.
  • Likelihood that attackers won’t be investigated or prosecuted if caught.


 A malicious hacker needs to find only one security hole, whereas IT and security professionals and business owners must find and resolve all of them!

Although many attacks go unnoticed or unreported, criminals who are discovered may not be pursued or prosecuted. When they’re caught, hackers often rationalize their services as being altruistic and a benefit to society: They’re merely pointing out vulnerabilities before someone else does.

Regardless, if hackers are caught and prosecuted, the “fame and glory” reward system that hackers thrive on is threatened. The same goes for malicious users.

Typically, their criminal activity goes unnoticed, but if they’re caught, the security breach may be kept hush-hush in the name of protecting shareholder value or not ruffling any customer or business-partner feathers. Information security and privacy laws and regulations, however, are changing this situation, because in most cases, breach notification is required.

Sometimes, the malicious user is fired or asked to resign. Although public cases of internal breaches are becoming more common (usually through breach disclosure laws), these cases don’t give a full picture of what’s taking place in the average organization.

Whether or not they want to, most executives now have to deal with all the state, federal, and international laws and regulations that require notifications of breaches or suspected breaches of sensitive information. These requirements apply to external hacks, internal breaches, and even seemingly benign things such as lost mobile devices and backup tapes. The appendix lists the information security and privacy laws and regulations that may affect your business.


Many hackers exhibit behaviors that contradict their stated purposes. They fight for civil liberties and want to be left alone, but at the same time, they love prying into the business of others and controlling them in any way possible. Many hackers call themselves civil libertarians and claim to support the principles of personal privacy and freedom, but they contradict their words by intruding on the privacy and property of other people.

Image result for hacker anonymous
Anonymous Group

They steal the property and violate the rights of others but go to great lengths to get their own rights back from anyone who threatens them. The situation is “live and let live” gone awry.

The case involving copyrighted materials and the Recording Industry Association of America (RIAA) is a classic example. Hackers have gone to great lengths to prove a point, defacing the websites of organizations that support copyrights and then sharing music and software themselves. Go figure

Further Reading

  1. Winkler, Ira. Spies Among Us: How to Stop the Spies, Terrorists, Hackers, and Criminals You Don’t Even Know You Encounter Every Day. John Wiley & Sons. 2005. pg. 92. ISBN 9780764589904.
  2. Harper, Allen; Harris, Shon; Ness, Jonathan (2011). Gray Hat Hacking: The Ethical Hacker’s Handbook (3rd ed.). New York: McGraw-Hill. ISBN 978-0-07-174255-9.
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