A security administrator is aware that a portion of the company’s Internet-facing network tends to be non-secure
due to poorly configured and patched systems. The business owner has accepted the risk of those systems
being compromised, but the administrator wants to determine the degree to which those systems can be used
to gain access to the company intranet. Which of the following should the administrator perform?
Patch management assessment
Business impact assessment
Penetration testing is the most intrusive type of testing because you are actively trying to circumvent the
system’s security controls to gain access to the system. It is also used to determine the degree to which the
systems can be used to gain access to the company intranet (the degree of access to local network resources).
Penetration testing (also called pen testing) is the practice of testing a computer system, network or Web
application to find vulnerabilities that an attacker could exploit.
Pen tests can be automated with software applications or they can be performed manually. Either way, the
process includes gathering information about the target before the test (reconnaissance), identifying possible
entry points, attempting to break in (either virtually or for real) and reporting back the findings.
The main objective of penetration testing is to determine security weaknesses. A pen test can also be used to
test an organization’s security policy compliance, its employees’ security awareness and the organization’s
ability to identify and respond to security incidents.
Penetration tests are sometimes called white hat attacks because in a pen test, the good guys are attempting to
Pen test strategies include:
Targeted testing is performed by the organization’s IT team and the penetration testing team working together.
It’s sometimes referred to as a “lights-turned-on” approach because everyone can see the test being carried
This type of pen test targets a company’s externally visible servers or devices including domain name servers
(DNS), e-mail servers, Web servers or firewalls. The objective is to find out if an outside attacker can get in and
how far they can get in once they’ve gained access.
This test mimics an inside attack behind the firewall by an authorized user with standard access privileges. This
kind of test is useful for estimating how much damage a disgruntled employee could cause.
A blind test strategy simulates the actions and procedures of a real attacker by severely limiting the information
given to the person or team that’s performing the test beforehand. Typically, they may only be given the name
of the company. Because this type of test can require a considerable amount of time for reconnaissance, it can
Double blind testing
Double blind testing takes the blind test and carries it a step further. In this type of pen test, only one or two
people within the organization might be aware a test is being conducted. Double-blind tests can be useful for
testing an organization’s security monitoring and incident identification as well as its response procedures.