Penetration Testing Guide: The Best Way to Handle Hackers

In today’s digital age, cybersecurity threats are always lurking around the corner. With so much at stake, organizations need to take measures to safeguard their valuable data and assets. That’s where penetration testing comes in.

In this blog post, we’ll explore what penetration testing is, the different types of pen testing, and the benefits of conducting a pen test. We’ll also discuss how it can help organizations protect against cyber threats and secure their data and assets.

What is Penetration or Pen Testing?

It is a security testing technique to find weaknesses in computer systems, networks, or applications. It’s like a practice drill where skilled security professionals try to hack into a system to see where it’s vulnerable.

The goal is to find any weak points before attackers do and then report to the organization to improve their security. It is a meaningful way to keep organizations safe from cyber-attacks.

Who Performs Pen Tests?

It is a specialized task that requires expertise and specific skills. It is usually performed by skilled security professionals who identify and exploit vulnerabilities in computer systems, networks, and applications.

These professionals can work as employees within the organization or be hired as third-party consultants

Regardless of who conducts the pen test, they must have the right skills and knowledge to do the job well. They should have a deep understanding of networks, operating systems, and security protocols and knowledge of various pen testing tools and techniques. They must also possess strong problem-solving and critical thinking skills and think like an attacker to identify potential vulnerabilities in the system.

Benefits of Pen Testing Solutions

Penetration testing solutions offer several benefits for organizations looking to improve their security posture. Here are some of the key benefits of pen testing:

  1. Identify vulnerabilities – The solutions help identify potential vulnerabilities in an organization’s systems and applications before attackers can exploit them.
  2. Reduce the risk of a successful attack – By identifying and addressing vulnerabilities, pen testing solutions help reduce the risk of a successful attack and mitigate potential damage.
  3. Test security controls – It helps test the effectiveness of an organization’s existing security controls, such as firewalls, intrusion detection systems, and other security measures.
  4. Compliance – It helps organizations meet compliance requirements, such as those required by HIPAA, PCI DSS, and other regulatory frameworks.
  5. Improve incident response – By identifying potential vulnerabilities and attack scenarios, pen testing solutions can help improve an organization’s incident response procedures and reduce the time to detect and respond to a security incident.
  6. Save money – It identifies and addresses vulnerabilities before attackers can exploit them, potentially saving an organization the costs associated with a successful attack, such as lost data, financial penalties, and damage to reputation.

Overall, pen testing solutions provide an effective way for organizations to proactively identify and address potential vulnerabilities in their systems and applications, helping to improve their security posture and reduce the risk of a successful attack.

How is Pen Test Carried Out?

It involves several steps, each involving specific actions and techniques. Here’s a general overview of how pen tests are typically carried out:

  1. Define the scope and goals of the test – At the outset, the pen tester will work with the organization to define the scope of the test, including the systems and applications that will be tested and the goals of the test.
  2. Gather information – The pen tester will collect information about the target systems and applications using public and private sources. This information-gathering process is known as reconnaissance.
  3. Scan for vulnerabilities – Using automated tools, the pen tester will scan the target systems and applications for vulnerabilities, such as unpatched software, misconfigurations, and open ports.
  4. Exploit vulnerabilities – The pen tester will exploit the vulnerabilities found during the scanning phase to gain unauthorized access to the target systems and applications.
  5. Maintain access – Once the pen tester has gained access to the target system or application, they will attempt to maintain that access for an extended period to simulate what a real attacker might do.
  6. Document findings – The pen tester will document the findings of the test, including any vulnerabilities that were found and any successful exploits that were carried out.
  7. Provide recommendations – Finally, the pen tester will provide recommendations for remediation of any identified vulnerabilities, including patches, configuration changes, or other security measures.

What Involves Penetration Testing Stages?

It involves several stages used to comprehensively assess the security of an organization’s systems and applications. Here’s a rundown of the stages:

  1. Planning and Reconnaissance – This stage is about identifying the target systems and applications and learning more about the target organization’s infrastructure.
  2. Scanning – This stage involves using automated tools to scan the target systems and applications for potential vulnerabilities, misconfigurations, and open ports.
  3. Enumeration – This stage involves collecting more detailed information about the target systems and applications to understand their architecture better and identify potential attack vectors.
  4. Vulnerability Analysis – This stage involves analyzing the vulnerabilities discovered during the previous stages to determine their severity and potential impact.
  5. Exploitation – This stage involves attempting to exploit the vulnerabilities discovered during the previous stages to gain unauthorized access to the target systems and applications.
  6. Post-Exploitation – This stage involves testing the extent of the access gained and attempting to maintain that access over an extended period.
  7. Reporting – This stage involves documenting the pen test findings and providing recommendations for mitigating the identified vulnerabilities.

Each stage provides an overall picture of the organization’s security posture. The goal is to identify and address potential vulnerabilities to prevent attackers from exploiting them.

What are the Types of Pen Tests?

It is a thorough security testing technique that covers different aspects of a system, network, or application. There are various types of pen tests that organizations can carry out based on their specific needs and goals. Here are the most common ones:

  1. Network Testing – It focuses on finding vulnerabilities in a network by exploiting weaknesses in network protocols or configurations.
  2. Web Application Testing – It finds security flaws in web applications by identifying issues in authentication, input validation, and other areas.
  3. Mobile Application Testing – It checks the security of mobile applications installed on mobile devices.
  4. Wireless Network Testing – It assesses the security of wireless networks and the associated risks.
  5. Social Engineering Testing – It assesses an organization’s vulnerability to social engineering tactics like phishing, pretexting, and baiting.
  6. Physical Testing – It evaluates an organization’s physical security, such as access control measures and surveillance systems.
  7. Red Team Testing – This type of pen test involves a simulated attack by a team of skilled professionals with the same level of access as an external attacker. The goal is to identify vulnerabilities a real attacker might exploit and test an organization’s incident response capabilities.
  8. Cloud-Based Testing – It evaluates the security of cloud-based infrastructure and services by identifying potential vulnerabilities in cloud environments.
  9. Client-Side Testing – It assesses the security of client-side software like web browsers, email clients, and other applications installed on a user’s machine.
  10. Operating System Testing – It identifies potential vulnerabilities in operating systems by analyzing system configurations, patch levels, and access controls.

Each type of pen test offers a unique perspective on an organization’s security posture and helps to identify potential vulnerabilities that an attacker could exploit. Choosing the right pen test depends on the organization’s specific needs and objectives.

What are Some Penetration Testing Methods?

It  involves several methods to identify an organization’s systems and applications vulnerabilities. Here are some of the most common methods used by pen testers:

  1. Black Box Testing – This method involves simulating an attack by an external attacker without prior knowledge of the organization’s infrastructure.
  2. White Box Testing – This method involves testing the security of a system or application while having complete knowledge of its underlying architecture, source code, and other details.
  3. Grey Box Testing – This method combines black box and white box testing elements, where the tester has some knowledge of the target system but not complete access.
  4. Targeted Testing – This method focuses on specific areas of the target system or application that are considered high-risk.
  5. Automated Testing – This method uses automated tools to scan and test the target system or application for potential vulnerabilities.
  6. Manual Testing – This method involves a skilled pen tester using manual techniques to identify and exploit vulnerabilities that automated tools cannot discover.
  7. Blind Testing – This method involves simulating an attack by an external attacker who does not know the organization’s infrastructure to identify potential vulnerabilities.

What are the Types of Penetration Testing Tools?

There are a variety of pen testing tools available that can be used to conduct different types of tests. Here are some of the most common types of pen-testing tools:

  1. Network Scanners – These tools scan the network for vulnerabilities and identify open ports, services, and operating systems.
  2. Vulnerability Scanners – These tools scan the network or applications for vulnerabilities and provide detailed reports on identified issues.
  3. Exploitation Tools – These tools exploit identified vulnerabilities in the network or applications to gain unauthorized access.
  4. Password Crackers – These tools use brute force or other methods to crack network or application access passwords.
  5. Packet Sniffers – These tools capture and analyze network traffic to identify potential vulnerabilities and unauthorized access attempts.
  6. Web Application Scanners – These tools scan web applications for vulnerabilities such as SQL injection, cross-site scripting, and other common web application vulnerabilities.
  7. Social Engineering Tools – These tools simulate social engineering attacks such as phishing, pretexting, and other methods to test employee awareness and response.
  8. Forensic Tools – These tools are used to analyze and recover data from compromised systems to determine the root cause of a security incident.
  9. Wireless Testing Tools – These tools test wireless networks for vulnerabilities such as weak encryption or rogue access points.

There are many different tools available, both free and commercial, and the specific tools used will depend on the type of test being performed and the requirements of the organization. A skilled pen tester will be familiar with various tools and know when to use them to identify vulnerabilities and improve the organization’s security posture effectively.

What to Look for in a Pen Testing Provider?

Choosing the right pen testing provider is an important decision that can significantly impact your organization’s security. Here are some key factors to consider when selecting a pen testing provider:

  1. Experience and expertise – Look for a provider with extensive experience and expertise in the type of testing you require. Consider the provider’s certifications, past clients, and the number of successful tests they have conducted.
  2. Methodologies – Look for a provider that follows industry-accepted testing methodologies such as OWASP, NIST, or OSSTMM. Ensure the provider’s methodologies align with your organization’s security goals and objectives.
  3. Communication and reporting – Choose a provider that communicates, provides regular updates during testing, and delivers comprehensive reports with detailed findings and actionable recommendations.
  4. Tools and technology – Look for a provider that uses state-of-the-art tools and technologies for scanning and testing. Ensure they can identify the latest and most sophisticated attack methods and techniques.
  5. Customer service and support – Choose a provider that provides excellent customer service and support, is responsive to your needs, and is available to answer any questions.
  6. Reputation – Look for a provider with a strong reputation in the industry. Check reviews and ratings on independent platforms, such as Gartner Peer Insights, to assess the quality of their services and customer satisfaction.
  7. Compliance – Ensure the provider has experience and expertise in meeting regulatory compliance requirements relevant to your industry, such as HIPAA or PCI DSS.

By carefully considering these factors when selecting a pen-testing provider, you can help ensure that your organization receives a high-quality and effective solution.

Questions to Ask a Potential Penetration Testing Solution Provider

When considering a potential penetration testing solution provider, it’s essential to ask the right questions to help you determine whether they can meet your organization’s specific needs and requirements. Here are some questions to ask a potential pen-testing provider:

  1. What type of testing do you offer? – It’s essential to understand the types of testing the provider offers, such as web application testing, network testing, wireless testing, social engineering, etc. Ask whether the testing will be performed manually or with automated tools.
  2. What certifications do your testers hold? – Ask whether the provider’s testers hold relevant certifications such as OSCP, CEH, or CISSP. Also, ask about the provider’s internal training programs and ongoing education for their testers.
  3. Can you provide references? – Ask for references from past clients, especially those in your industry, and follow up on those references to gain insight into the provider’s quality of service and customer satisfaction.
  4. What methodologies do you use? – It’s essential to understand the provider’s methodologies for testing, such as OWASP, NIST, or OSSTMM. Ensure that the methodologies align with your organization’s security goals and objectives.
  5. Can you provide sample reports? – Ask the provider for sample reports and review them to understand the detail and quality of the findings and recommendations.
  6. How will you communicate results? – Ask the provider how they will communicate the testing results and how frequently they will provide updates. Ensure the provider can provide clear and actionable recommendations.
  7. What is your pricing model? – Understand the provider’s pricing model, whether based on time and materials, project-based, or subscription-based. Ensure you understand the full scope of the testing and any additional costs.
  8. How do you ensure confidentiality? – Ask about the provider’s confidentiality and data security policies, including how they protect data during testing, store data, and ensure the secure destruction of data after testing is complete.

How Does Pen Testing Differ from Automated Testing?

Penetration testing and automated testing are two different approaches to testing that serve other purposes.

It is a manual and systematic process that simulates an attacker attempting to exploit network, application, or system vulnerabilities. A pen test aims to identify potential security weaknesses, prioritize them based on their risk, and provide actionable recommendations for improving security. Penetration testing involves using a variety of tools and techniques to identify and exploit vulnerabilities that may be missed by automated testing.

On the other hand, automated testing is a software-based process involving tools and scripts to test a system or application automatically. Automated testing is typically used to check for errors, functionality, and performance. It can be used to quickly and efficiently test large systems or applications and can help reduce the time and cost of testing.

The key difference between the two is that pen testing involves a human tester who simulates an attacker attempting to exploit vulnerabilities and provides recommendations for improvement. In contrast, automated testing is performed by software tools and is focused on checking for errors and functionality.

In summary, pen and automated testing are essential to an organization’s overall security strategy. It provides a more comprehensive and targeted approach to testing that simulates real-world attacks. 

In contrast, automated testing provides a more efficient and cost-effective way to check for errors and functionality. Both methods are essential for improving the security and overall quality of an organization’s systems and applications.


Penetration testing is critical to an organization’s overall security strategy. It helps identify vulnerabilities and weaknesses in networks, applications, and systems, which can then be prioritized and addressed to improve security.

While pen testing has many benefits, including real-world simulation and risk prioritization, it also has some drawbacks, such as cost, time-consuming, and potential disruption. These factors should be carefully considered before deciding whether it is the right approach for an organization.

Overall, when performed by qualified professionals, it can be an effective way to identify and address security weaknesses and improve an organization’s security posture. By regularly conducting the test and implementing the recommended improvements, organizations can continuously improve their security and stay one step ahead of potential attackers.