Security Audit

What is Pentest or Penetration Testing (In Cyber Security)

Updated on: November 23, 2022

What is Pentest or Penetration Testing (In Cyber Security)

Article Summary

With the cyber threat landscape getting bleaker by the day, penetration testing has become a dire necessity for a number of industries. This article gives you a thorough understanding of Penetration Testing as it applies to websites, networks, and applications

What is penetration testing (In Cyber Security)?

Penetration Testing is the method to evaluate the security of an application, server, database, or network by safely exploiting any security vulnerabilities present in the system. These security flaws can be present in various areas such as system configuration settings, login methods, and even end-users risky behaviors. 

End-user risk comes into play when a business gives the average end-user access to system-based processes. This can be mitigated through end-user computation risk management.

Penetration testing is required, apart from assessing security, to also evaluate the efficiency of defensive systems and security strategies.

In a pentest, an ethical hacker finds security vulnerabilities in your application, network, or system, and helps you fix them before attackers get wind of these issues and exploit them. This makes Pentesting a non-negotiable fundamental step for a website or business owner. Let us dive deeper into Penetration Testing and what to expect from it.

What Is Automated Pentest?

The term pentest is readily associated with manual testing of a target system. We relate automation with the process of vulnerability scanning. It is natural to be a little confused, perhaps a bit skeptical too when we hear terms like automated continuous penetration testing. Let’s try to clear that doubt up.

An automated penetration test involves the use of a pentest tool that would probe into a target system and analyze the responses by referencing a vulnerability database. This automated pentest tool will produce scan results at a radically quicker pace and also help you categorize the vulnerabilities based on their severity. 

You can integrate an automated pentest tool with your SDLC to achieve continuous pentesting. This helps you turn pentest into a consistent process instead of a one-time affair.

Automated pentests are fast and mostly accurate but they come with the issue of false positives. Nevertheless, you can get around it by partnering with pentest companies that offer vetted scans to ensure zero false positives.

Related: Learn more on Why Penetration Testing is Important

How does Penetration Testing differ from Vulnerability Assessment?

Penetration testing and vulnerability assessment are often used interchangeably. However, they are not one and the same. While penetration testing plays a huge role in the process of vulnerability assessment, they are two processes with some stark differences.

Vulnerability AssessmentPenetration Testing
Vulnerability assessment is focused on detecting and categorizing vulnerabilities in a system.Penetration testing involves exploiting vulnerabilities to draw insights about them.
It is a mostly automated process involving vulnerability scanning tools.Penetration testing requires manual intervention on top of automated scanning.
It is almost impossible to achieve zero false positives with an automated vulnerability assessment.Manual penetration testers can ensure zero false positives.
Vulnerability assessment often misses critical and complex vulnerabilities.Thanks to the human element of penetration testing, it detects business logic errors that remain undetected in a vulnerability scan.
Automated vulnerability assessment takes significantly less time and money than pen testing. Penetration testing is a consuming and expensive procedure and for good reason.

Also Read: Continuous Penetration Testing: The Best Tool You’ll Find in 2022

Both these processes are complementary in nature and are usually performed together, in a combined process called VAPT, or Security Audit.

Related Read: Top Pentest Tools In India | 10 Best Cyber Security Audit Companies [Features and Services Explained]

Why does an organization need frequent pentesting?

The cyber threat landscape is in a constant state of flux. New vulnerabilities are discovered and exploited regularly, some of them are publicly recognized, and some are not. Being alert is the best thing you can do.

Web services pentest helps you root out the vulnerabilities in your system that can lead to security breaches, data theft, and various different security vulnerabilities.

Pentest goes beyond just detecting common vulnerabilities with the help of automated tools and finds out more complex security issues like business logic errors like issues related to payment gateways, Excessive Trust in Client-Side Controls, Flawed Assumptions About User Behavio, etc. It helps you get a clearer picture of your organization’s security posture and fix the issues to harden your security.

The primary purpose to conduct regular pentest is:

  • Keeping up with the changing cyber threat landscape
  • Detecting and mitigating business logic errors
  • Preparing for compliance audits
  • Protecting your business’s reputation by stopping security breaches.

What are the different approaches to Penetration Testing?

There are three approaches adopted by testers in regards to penetration testing, based on the information available and the type of weakness to be found:

Approaches to penetration testing
Image: Approaches to Penetration Testing

1. White Box Penetration Testing

In a white box test, the testers have complete knowledge of the system and complete access. The objective of this approach is to conduct in-depth testing of the system and gather as much information as possible. The advantage, in this case, is that since the tester has unbridled access and knowledge of the system, including code quality and internal designs, the Pentest can identify even remotely located vulnerabilities, thus giving a nearly complete picture of the security.

2. Black Box Penetration Testing

As you have guessed correctly, in this approach the tester has no knowledge of the system and designs the test as an uninformed attacker. This approach is the closest to a real-world attack and involves a high degree of technical skills. This approach has the longest duration and costs more than the white-box approach.

3. Gray Box Penetration Testing

As the name suggests, this approach stands midway between white and black box testing. The tester has only limited knowledge of the system. The advantage of this approach is that with the limited amount of knowledge, the tester has a more focused area of attack and thus avoids any trial-and-error method of attack.

Types of Penetration Testing?

  • Network Penetration Testing
  • Web Application Penetration Testing
  • Social Engineering
  • API Penetration Testing
  • Smart Contract Penetration Testing

1. Network Penetration Testing

The objective of a network penetration test is to find vulnerabilities in the network infrastructure, either on-premise or cloud environments such as Azure and AWS penetration testing. It is one of the basic tests, and a crucial one too to protect your data and the security of your application. In this test, a wide range of areas such as configurations, encryption, and outdated security patches, are tested and checked.

Also Read: A Complete Guide to Cloud Security Testing | Why Firewall Penetration Testing is Essential to Your Security Strategy

Network Pentesting is further divided into categories:

1.1 External Pentest

This scenario simulates an attack from an outsider with access to the internet and no prior knowledge of the system. The tester will attempt to break into your system by exploiting vulnerabilities from outside and accessing internal data and systems.

1.2 Internal Pentest

This is more concerned with testing your application from within and is focused on the internal environment. The pre assumption, in this case, is that the attackers have been able to breach the outer layer and are already within the network.

External threats are riskier than internal ones as gaining access to the internal networks is a result of a breach in the external security protocols. Thus, beginning with an external pentest is a good idea.

Below are some of the network pentests that are done:

  • Testing routers
  • Firewall bypasses
  • DNS footprinting
  • Evasion of IPS/IDS
  • Scanning and testing open ports
  • SSH attacks
  • Tests on proxy servers

2. Web Application Penetration Testing

The purpose of this is to uncover security lapses in websites, e-commerce platforms (like Magento, PrestaShop, etc.), customer relationship management software, and content management systems, among others. This test checks the entire application including custom-built functionalities and business logic, to protect against data breaches and other attacks.

Also Read: PHP Penetration Testing

Astra's pentest dashboard
Image: Astra’s Pentest Dashboard for Website

With the rise in web-based applications, it is not strange that the huge amount of data stored and transmitted through these makes for attractive targets to cyber attackers. Organizations and individuals with web apps must conduct this test periodically to keep up with the latest attacks methodologies and security flaws. Some of the common vulnerabilities include:

Read: How to Conduct A Web Application Penetration Testing?

How is penetration testing conducted?

Rigorous and detailed planning for penetration testing is required to successfully conduct one.

There are 6 stages in penetration testing:

Step 1: Pre-Engagement Analysis

Before even planning a test, it’s imperative that you along with your security provider discuss topics such as the scope of the test, budget, objectives, etc. Without these, there won’t be clear enough direction of the test and will result in a lot of wasted effort

Step 2: Information gathering

Before commencing the pentest, the tester will attempt to find all publicly available information about the system and anything that would help in breaking in. These would assist in creating a plan of action as well as reveal potential targets.

Step 3: Vulnerability assessment

In this stage, your application is checked for security vulnerabilities by analyzing your security infrastructure and configuration. The tester searches for any opening or security gaps that can be exploited to break into the system.

Step 4: Exploitation

Once the tester is armed with the knowledge of vulnerabilities present in the system, they will start exploiting them. This will help in identifying the nature of the security gaps and the effort required to exploit them.

Step 5: Post-exploitation

The main objective of a pentest is to simulate a real-world attack without actually causing any real damage. Thus, once the tester can enter the system, they will use all available means to escalate their privileges.

Step 6: Reporting

Everything done during this penetration testing is documented in a detailed manner along with steps and suggestions to fix the flaws in the security. Since the nature of the report is highly sensitive, it is ensured that it is safely delivered to authorized personnel. Testers often have meetings and debrief with executives and technical teams to help them understand the report. 

Also Read: Website Penetration Testing- A Complete Guide | Top 5 Software Security Testing Tools in 2022 [Reviewed]

Astra Security Pentesting Methodology

We, at Astra Security, use a combination of vulnerability assessment and penetration testing to detect  security flaws in your application. We not only use standard tests but also tailor-fit tests based on your application, to give you the best results.

vapt process
Astra’s VAPT Process

The scope of work includes:

  • Vulnerability assessment and penetration testing (VAPT)
  • Dynamic and static code analysis
  • Collaborative dashboards to report and manage vulnerabilities
  • Expert technical assistance to patch up security gaps
  • Consultations for best and safe practices

Astra offers penetration testing for different modern day applications. Some of them include:

Once the pentest is complete, Astra prepares a detailed pentest  report to provide you with a bird’s-eye view of the security status. Our reports contain some of the following points:

  • Vulnerability details
  • Video PoCs and screenshots
  • Selenium scripts for the developers to reproduce the vulnerabilities
  • Threats ranked with CVSS score
  • Impact on business and consequences
  • Custom-fit steps to fix security issues and best practices
Astra's pentest dashboard video
Astra’s pentest dashboard

Astra is indeed the security provider that you never had. And to reinforce this fact, you can browse through the numerous satisfied testimonials from the clients.

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How often should Penetration Testing be done?

The frequency of these tests depends on several factors including budget, size of the environment, and how dynamic the environment is. Testing too frequently will not provide enough time to fix the issues, while too infrequent testing leaves the application vulnerable to newer attack methodologies. To identify the sweet spot, you’ll need to factor in all the variables. Learn About Penetration Testing Now.

Will a Pentest be disruptive to our application? Should we expect a system crash?

A well-planned and coordinated penetration testing will not be disruptive to the system. It is important to ensure that all stakeholders are aware of the timeline and that relevant teams are kept informed. With proper expertise and a focused approach, you would not face any likely system crash.

How much time is required for Penetration Testing?

The overall time depends on factors such as the size of the environment, size of the testing team, type of test, etc. Reserve adequate time for the test and assign extra time for reporting. A good estimate would be 4 to 6 weeks, including the planning and reporting stage. The actual test takes around 2 to 3 weeks, depending on the complexity and size of the environment.

What are the qualifications the testing team should possess?

The team members should have in-depth experience in all the various technologies including server infrastructure, web applications, client platforms, and IP networking. They should have certifications such as Certified Ethical Hacker (CEH), and Certified Information Systems Security Professional (CISSP), to name a few. At Astra, our teams have advanced degrees from renowned universities, CEH, policy compliance certifications, and cybersecurity fundamentals from Kaspersky, among others.

Why is Penetration Testing Important?

Pentesting is important as it provides you with a clear and comprehensive picture of your current security posture and helps you fix the vulnerabilities.

This post is part of a series on penetration testing, you can also check out other articles below.

Chapter 1. What is Penetration Testing
Chapter 2. Different Types of Penetration Testing?
Chapter 3. Top 5 Penetration Testing Methodology to Follow in 2022
Chapter 4. Ten Best Penetration Testing Companies and Providers
Chapter 5. Best Penetration Testing Tools Pros Use – Top List
Chapter 6. A Super Easy Guide on Penetration Testing Compliance
Chapter 7. Average Penetration Testing Cost in 2022
Chapter 8. Penetration Testing Services – Top Rated
Chapter 9. Penetration Testing Report

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Jinson Varghese

Jinson Varghese Behanan is an Information Security Analyst at Astra. Passionate about Cybersecurity from a young age, Jinson completed his Bachelor's degree in Computer Security from Northumbria University. When he isn’t glued to a computer screen, he spends his time reading InfoSec materials, playing basketball, learning French and traveling. You can follow him on Medium or visit his Website for more stories about the various Security Audits he does and the crazy vulnerabilities he finds.

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Mick Bose
Mick Bose
9 months ago

Thorough, informative, and truly helpful post. Delivers what it promises in the title. Great work.

Sruti Chowdhury
Sruti Chowdhury
8 months ago

Does Penetration testing ensure PCI-DSS compliance?

Saumick Basu
Saumick Basu
8 months ago

It doesn’t. There are other procedures involved in the PCI-DSS compliance process than the pentest. Getting a pentest does improve your chances of nailing the PCI-DSS compliance audit for sure.

Kingshuk M
Kingshuk M
8 months ago

So, if I get a pentest today, how long will it be valid?

Saumick Basu
Saumick Basu
8 months ago
Reply to  Kingshuk M

Usually, we recommend quarterly Penetration Testing. However, any major update on your software within that time will invalidate the pentest report.

Niharika Sahoo
Niharika Sahoo
8 months ago

This was helpful. However, I was looking for more detailed coverage of the Vulnerability Assessment part.

Saumick Basu
Saumick Basu
8 months ago
Reply to  Niharika Sahoo

Thanks. We might actually have something for you. You’ll find a more detailed take on vulnerability assessment here.

Mark Laroque
Mark Laroque
7 months ago

How is this any different from ethical hacking?

Saumick Basu
Saumick Basu
7 months ago
Reply to  Mark Laroque

Penetration testing is a focused procedure with a predefined scope. That means the security experts work under strict guidelines from the client organization and test only certain systems or certain areas of the business. Ethical hackers enjoy more freedom in terms of choosing the attack vectors as well as the techniques they apply. They usually take a broader approach to security testing where they employ every invasive and noninvasive tactic in their arsenal to try and exploit security loopholes.

Navin Sharma
Navin Sharma
7 months ago

Do you reckon that cyber security engineers will be replaced by AI?

Saumick Basu
Saumick Basu
7 months ago
Reply to  Navin Sharma

Not in the foreseeable future. While the use of machine learning augments the security testing processes like vulnerability assessment and pentesting, it cannot yet cover for human instinct in terms of finding security errors.

Ira S
Ira S
7 months ago

Is it possible to automate the entire process of pentest?

Saumick Basu
Saumick Basu
7 months ago
Reply to  Ira S

Well, it really depends on what exactly you mean by pentest, and what you want to get out of it. If you are looking at a vulnerability scan, which is often passed as an automated pentest, then sure, you can schedule the scans, automate it, even integrate the scanner with your CI/CD to perform continuous scanning for new updates. But there will be false positives, and the scanner will miss some vulnerabilities, including business logic errors. If you want to find all vulnerabilities, with zero false positives and detailed guidelines to fix the vulnerabilities, you will have to go for… Read more »

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