The objective of a penetration test is to assess the security posture of an organization under realistic conditions. The test simulates attacks against systems, applications, and networks in order to identify vulnerabilities and to objectively evaluate the effectiveness of existing security measures. The central question is how far an attacker could actually get in practice and what risks would result.
From this approach, several key aspects arise:
- Vulnerability analysis: Identification of technical and conceptual flaws in applications, networks, and configurations.
- Practical exploitability: Verification of whether identified vulnerabilities can actually be exploited and what the impact would be.
- Testing security controls: Evaluation of whether existing defensive measures detect or prevent attacks.
- Realistic attack scenarios: Execution of tests under different conditions (e.g., external attackers without prior knowledge or internal attackers with limited privileges).
- Risk classification: Categorization of findings to prioritize remediation efforts.
Beyond the technical level, a penetration test provides a foundation for risk management: organizations gain transparency into their actual attack surface, can further develop their security strategy, and obtain verifiable evidence for customers, partners, or auditors. In this way, IT security becomes measurable and verifiable as a continuous process.
In general, there are different ways to categorize penetration tests: by their objective and by the amount of information provided by the client. The latter is sometimes also referred to as the penetration test methodology, but this is misleading. The methodology actually describes how the penetration tester proceeds – meaning according to which standard or with what technical process the penetration test itself is conducted.
The amount of information provided is typically classified into Black Box, Gray Box, and White Box testing. In a Black Box penetration test, the tester receives no information from the client, aside from a rough target. In a White Box penetration test, the tester is given full insight into systems, architecture, source code, etc. In a Gray Box penetration test – which is the most commonly used approach – the tester receives more information than would be publicly available. The idea behind this is to enable an effective and efficient execution of the penetration test. For example, during a web application test, the penetration tester might try to guess which database is used. The client can simply inform the tester (even just upon request), saving time and allowing for more targeted testing.
Penetration tests can also be categorized based on the attack vector. Typically, a distinction is made between external and internal penetration tests. An external penetration test is conducted from outside, via the Internet, while an internal penetration test – as you might expect – is carried out from a point inside the company's network. Generally, it is recommended to first perform an external penetration test due to the higher exposure and then follow up with an internal test. However, it is often during internal penetration tests that the most serious security vulnerabilities are discovered.
A penetration test can simulate different starting points. The goal is to replicate realistic attack paths and assess the actual resilience of an organization. Typical scenarios include:
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External penetration test (from the Internet)
Simulation of an attacker without internal access. Publicly accessible systems such as web servers, VPN gateways, or email infrastructures are tested. This scenario reflects the classic "hacker from the outside" perspective. -
Internal penetration test (without credentials)
Here, an attacker with physical or logical access to the corporate network is simulated – for example, through a compromised device or direct connection to an internal network segment. The objective is to evaluate lateral movement and escalation opportunities within the infrastructure. -
Internal penetration test (with valid user account)
This scenario examines what a regular employee account can achieve. It highlights whether misconfigurations, insufficient access controls, or missing network segmentation can lead to privilege escalation or access to sensitive data. -
Web applications & APIs
Testing of web-based applications and interfaces that are accessible via the Internet or internally. The focus is particularly on assessing access controls and injection attacks, as well as the security of session management and other critical mechanisms. -
Mobile applications
Analysis of apps including local data storage, communication with backend services, and authentication security. Common issues include extraction of sensitive data or request manipulation. -
Cloud environments
Assessment of cloud services and infrastructures for misconfigurations, insecure access rights, and insufficient tenant isolation. Identity and access management, as well as provider security controls, are particularly relevant here. -
Social engineering
Simulation of human-focused attacks such as phishing emails, spear phishing, or phone attacks (vishing). The goal is to test employee awareness and the effectiveness of organizational security measures. -
Physical scenarios
Testing whether an attacker can gain access to buildings or sensitive areas. Examples include insufficiently secured server rooms, vulnerable access controls, or lack of surveillance. -
Red teaming
Unlike traditional penetration tests, red teaming is a holistic and goal-oriented assessment carried out over an extended period. It combines technical, physical, and social attack methods to evaluate the overall security posture, with a strong focus on detection and response capabilities (Blue Team / SOC).
A Penetration Test, on the other hand, is a simulated attack on web applications, systems, or networks, also aimed at identifying vulnerabilities. However, it is conducted manually by an experienced penetration tester, who uses a wide range of tools, advanced attack techniques, and a structured testing methodology. This approach makes it possible to uncover new or complex vulnerabilities and potentially exploit them—depending on the defined scope of the test.
Penetration Testing
FAQ
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Introduction to Pentesting
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Commissioning a Penetration Test
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Career Goal: Penetration Tester
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Web Application Testing
Which Tools Does binsec GmbH Use in a Web Application Penetration Test? Read more.
Penetration Testing
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